Rebellion The disastrous rule of the last Komnenian emperor
Andronikos I (r. 1183–85) worsened the situation of the Bulgarian peasantry and nobility. The first act of his successor
Isaac II Angelos was to impose an extra tax to finance his wedding. In 1185, two aristocrat brothers from
Tarnovo,
Theodore and
Asen, asked the emperor to provide them a relatively poor
pronoia in the Balkan Mountains, in exchange for military service. The emperor refused, resulting in a heated argument which saw Asen struck across the face. Upon their return to Tarnovo, the brothers commissioned the construction of a church dedicated to
Saint Demetrius of Salonica. They showed the populace a celebrated icon of the saint, who they claimed had left
Thessalonica to support the Bulgarian cause and called for a rebellion. That act had the desired effect on the religious population, who enthusiastically engaged in a rebellion against the Byzantines. Theodore, the elder brother, was crowned Emperor of Bulgaria under the name Peter IV, after the sainted
Peter I (r.927–969). Almost all of Bulgaria to the north of the
Balkan Mountains—the region known as
Moesia—immediately joined the rebels, who also secured the assistance of the
Cumans, a Turkic tribe inhabiting lands north of the
Danube river. The Cumans soon became an important part of the Bulgarian army, playing a major role in the successes that followed. As soon as the rebellion broke out, Peter IV attempted to seize the old capital of
Preslav but failed; he declared Tarnovo the capital of Bulgaria. in Tarnovo, built by Asen and Peter in the beginning of the uprising From Moesia, the Bulgarians launched attacks in northern Thrace while the Byzantine army was fighting with the
Normans, who had attacked Byzantine possessions in the Western Balkans and
sacked Thessalonica, the Empire's second largest city. The Byzantines reacted in mid-1186, when Isaac II organized a campaign to crush the rebellion before it spread further. The Bulgarians had secured the passes but the Byzantine army found its way across the mountains due to a
solar eclipse. Once the Byzantines reached the plains, the rebels did not risk a confrontation with the larger, better-organized force. Peter IV pretended he was willing to submit, while Asen travelled to the north of the Danube to raise an army. Contented, the Byzantine emperor burned the Bulgarians' crops and returned to Constantinople. Soon after, Asen crossed back over the Danube with Cuman reinforcements, declaring he would continue the struggle until all Bulgarian lands were liberated. In mid-1186, another army under the general
Alexios Branas was sent in. However, instead of fighting the rebels, Branas turned to Constantinople to claim the throne for himself; he was murdered shortly afterwards. Taking advantage of the chaos, the Bulgarians raided northern Thrace, looting the countryside before Byzantine forces could counterattack. On one occasion, the two armies confronted each other near the fortress of
Lardea in an indecisive battle; the Bulgarians kept their plunder and retreated untroubled to the north of the Balkan mountains. In the late 1186, Isaac II launched his second campaign against Bulgaria. His army was forced to spend the winter in
Sofia, giving the Bulgarians time to prepare for the invasion. Early the following year, the Byzantines
besieged Lovech but could not seize it; they signed an armistice that
de facto recognized Bulgarian independence. In 1189, when the leader of the
Third Crusade, emperor
Frederick I Barbarossa was at the brink of war with the Byzantines, Asen and Peter IV offered him an army of 40,000 in return for official recognition, but relations between the Crusaders and the Byzantines eventually improved. In 1190, Isaac II led another anti-Bulgarian campaign that ended in a catastrophic defeat
at the Tryavna Pass. The emperor barely escaped with his life; the Imperial treasury, including the crown and the cross, were captured by the victorious Bulgarians. After their success, Asen was crowned emperor and became known as Ivan Asen I. Peter IV voluntarily stepped down to make way for his more energetic brother; Peter IV retained his title but Ivan Asen assumed authority. In the next four years, the focus of the war shifted to the south of the Balkan mountains. Ivan Asen's strategy of swiftly striking in different locations paid off, and he soon took control of the important cities Sofia and
Niš to the south-west, clearing the way to Macedonia. In 1194, the Byzantines gathered a huge force composed of the eastern and western armies, but were defeated at the
Battle of Arcadiopolis. Unable to resist, Isaac II tried to ally with the Hungarian king
Béla III and make a joint attack against Bulgaria, but was deposed and blinded by his brother
Alexios III Angelos. The Byzantines tried to negotiate peace but Ivan Asen demanded the return of all Bulgarian lands and the war continued. In 1196, the Byzantine army was again defeated
at Serres, far to the south. Upon his return to Tarnovo, Ivan Asen was murdered by his cousin
Ivanko allegedly in a plot inspired by Constantinople. Peter IV besieged Tarnovo and Ivanko fled to the Byzantine Empire, where he was made governor of
Philippopolis. Peter IV was murdered less than a year after his brother's death.
Rise where Kaloyan was buried The throne was succeeded by
Kaloyan, Asen's and Peter IV's youngest brother. An ambitious and ruthless ruler, he wanted to gain international recognition and to complete the liberation of Bulgaria. Kaloyan also wanted revenge against the Byzantines for blinding 14,000 of emperor
Samuel's soldiers. Kaloyan called himself
Romanoktonos (Roman-slayer) after
Basil II, who was called
Bulgaroktonos (Bulgar-slayer). He quickly allied himself with his brother's murderer, Ivanko. The Byzantines killed Ivanko, but the Bulgarians took the city of
Constantia. In 1201, Kaloyan captured
Varna, the last Byzantine stronghold in Moesia, which was defended by a large garrison. Despite capturing the city at
Easter, Kaloyan ordered every Byzantine to be thrown in the moat. He then negotiated peace with Byzantines, securing Bulgarian gains in early 1202. While the Bulgarians were occupied in the south, the Hungarian king
Andrew II and his Serbian vassal
Vukan had annexed
Belgrade,
Braničevo, and Niš, but after negotiating peace, Kaloyan turned his attention to the north-west. In 1203, the Bulgarians pushed the Serbs out of Niš, defeated the Hungarian army in several battles along the valley of the
Morava river, and recaptured their former territory. The Pope was willing to recognize Kaloyan as king on the condition the Bulgarian Church would submit to Rome. After lengthy negotiations in which both acted diplomatically but without changing their positions, Kaloyan was crowned king in late 1204. Archbishop Basil was proclaimed
Primate. Kaloyan had no intention of submitting to that decision; he sent the Pope a letter expressing his gratitude for the Imperial title he had received and the elevation of the Bulgarian Church to a Patriarchate. Eventually the Papacy tacitly accepted the Bulgarian position regarding the Imperial title. The union between Bulgaria and Rome remained strictly official; the Bulgarians did not change their Orthodox rites and traditions. The decisive battle between the Bulgarian army and the Crusaders took place on 14 April 1205,
at Adrianople, at which the Latins were defeated and their emperor
Baldwin I was captured. The battle was a blow to the newly founded Latin Empire, which descended into chaos. After their victory, the Bulgarians retook most of Thrace, including the important city of Philippopolis. The unexpected Bulgarian successes caused the Byzantine nobility to plot against Kaloyan and ally themselves with the Latins. The plot in Tarnovo was quickly discovered; Kaloyan made brutal reprisals against the Byzantines in Thrace. The campaign against the Latins also continued; in 1206, the Bulgarians were victorious at the
battle of Rusion and conquered a number of towns in
Eastern Thrace. The following year,
Boniface I, the King of Salonica, was killed in battle, but Kaloyan was murdered before he could begin the assault on the capital. Kaloyan was succeeded by his cousin
Boril, who tried to pursue his predecessor's policies but did not have his capability. His army was defeated by the Latins
at Philippopolis, reversing most of Kaloyan's gains. Boril failed to maintain the integrity of the empire; his brother
Strez took most of Macedonia for himself,
Alexius Slav seceded his territory in the
Rhodopes; in return for help suppressing a major rebellion in 1211, Boril was forced to cede Belgrade and Braničevo to Hungary. A campaign against Serbia in 1214 also ended in defeat. As a result of the growing discontent with his policy, Boril was overthrown in 1218 by
Ivan Asen II, son of Ivan Asen I, who had lived in exile after Kaloyan's death. After his coronation, Ivan Asen II arranged a wedding with
Anna Maria, daughter of the Hungarian king Andrew II, and received the captured cities Belgrade and Braničevo as a dowry. He then signed an alliance with
Theodore Komnenos, ruler of the most powerful Byzantine successor state, the
Despotate of Epirus. With his northern border secured by the treaty, Theodore Komnenos conquered Salonica, greatly reducing the size of the Latin Empire. In 1225, Theodore proclaimed himself emperor. By 1228, the situation for the Latins became desperate; they entered into negotiations with Bulgaria, promising a marriage between the under-age emperor
Baldwin II and Ivan Asen II's daughter Helena. This marriage would have made the Bulgarian emperor a regent in Constantinople, but in the meantime the Latins offered the regency to the French nobleman
John of Brienne. Ivan Asen II released all ordinary soldiers and marched on the Epirote–controlled territories, where all cities and towns from Adrianople to
Durazzo on the
Adriatic Sea surrendered and recognized his rule. Theodore's brother
Michael II Komnenos Doukas was allowed to rule in Salonica over the southern areas of the despotate as a Bulgarian vassal. It is possible Serbia accepted Bulgarian
suzerainty at that time to counter the threat from Catholic Hungary. In 1231, when John of Brienne arrived in Constantinople, Ivan Asen II allied with the
Nicaean Empire against the Latins. After the Nicaeans recognized the Bulgarian Patriarchate in 1235, Ivan Asen II broke his union with the Papacy. The joint campaign against the Latins was successful, but they
failed to capture Constantinople. With John of Brienne's death two years later, Ivan Asen II—who could have again become a regent of Baldwin II—decided to end his cooperation with Nicaea. His decision was further based on the assumption that after an allied success, Constantinople would again have become the centre of a restored Byzantine Empire, with the Nicaean dynasty as a ruling house. The Bulgarian–Latin cooperation was short-lived; Ivan Asen II remained at peace with his southern neighbours until the end of his reign. Shortly before his death in 1241, Ivan Asen II defeated part of the Mongol army returning to the east after a
devastating attack on Poland and Hungary.
Decline and his first wife
Irene, fresco from the
Boyana Church Ivan Asen II was succeeded by his seven-year-old son
Kaliman I. Despite the initial success against the Mongols, the
regency of the new emperor decided to avoid further raids and chose to pay them tribute instead. The lack of a strong monarch and increasing rivalries among the nobility caused Bulgaria to rapidly decline. Its
main rival Nicaea avoided Mongol raids and gained power in the Balkans. After Kaliman I's death in 1246 at the age of twelve, the throne was succeeded by several short-reigned rulers. The weakness of the new government was exposed when the Nicaean army conquered large areas in southern Thrace, the Rhodopes, and Macedonia—including
Adrianople,
Tsepina,
Stanimaka,
Melnik,
Serres,
Skopje, and
Ohrid—meeting little resistance. The Hungarians also exploited Bulgarian weakness, occupying Belgrade and Braničevo. The Bulgarians reacted as late as 1253, invading Serbia and regaining the Rhodopes the following year. However,
Michael II Asen's indecisiveness allowed the Nicaeans to regain all of their lost territory, with the exception of Tsepina. In 1255, the Bulgarians quickly regained Macedonia, whose Bulgarian population preferred the rule of Tarnovo to that of the Nicaeans. All gains were lost in 1256, after the Bulgarian representative
Rostislav Mikhailovich betrayed his cause and reaffirmed Nicaean control over the disputed areas. This major setback cost the emperor's life and led to a period of instability and civil war between several claimants to the throne until 1257, when the boyar of Skopje
Constantine Tikh emerged as a victor. The new emperor had to deal with multiple foreign threats. In 1257, the Latins attacked and seized
Messembria but could not hold the town. More serious was the situation to the north-west, where the Hungarians supported Rostislav, the self-proclaimed Emperor of Bulgaria in
Vidin. In 1260, Constantine Tikh recovered Vidin and occupied the Severin Banat, but the next year a Hungarian counterattack forced the Bulgarians to retreat to Tarnovo, restoring Vidin to Rostislav. The city was soon controlled by the Bulgarian noble
Jacob Svetoslav, but by 1266 he also styled himself emperor. The restoration of the Byzantine Empire under the ambitious
Michael VIII Palaiologos further worsened Bulgaria's situation. A major Byzantine invasion in 1263 led to the loss of the coastal towns Messembria and
Anchialus, and several cities in Thrace—including Philippopolis. Unable to effectively resist, Constantine Tikh organized a joint Bulgarian–Mongol campaign, but after ravaging Thrace the Mongols returned north of the Danube. The emperor became crippled after a hunting accident in the early 1260s, and fell under the influence of his wife
Maria Palaiologina, whose constant intrigues fueled divisions among the nobility. Constant Mongol raids, economic difficulties, and the emperor's illness led to a
massive popular uprising in the north-east in 1277. The rebel army, led by the swineherd
Ivaylo, defeated the Mongols twice, greatly boosting Ivaylo's popularity. Ivaylo then turned on and defeated the regular army under the command of Constantine Tikh. He personally killed the emperor, claiming the latter did nothing to defend his honour. Fearing a revolt in Byzantium, and willing to exploit the situation, the emperor Michael VIII sent an army led by
Ivan Asen III, a Bulgarian pretender to the throne, but the rebels reached Tarnovo first. Constantine Tikh's widow Maria married Ivaylo and he was proclaimed emperor. After the Byzantines failed, Michael VIII turned to the Mongols, who invaded
Dobrudzha and defeated Ivaylo's army, forcing him to retreat to
Drastar, where he withstood a three-month siege. After his defeat, Ivaylo was betrayed by the Bulgarian nobility, who opened the gates of Tarnovo to Ivan Asen III. In early 1279, Ivaylo broke off the siege at Drastar and besieged the capital. The Byzantines sent a 10,000-strong army to relieve Ivan Asen III, but suffered defeat by Ivaylo at the
battle of Devina. Another army of 5,000 had a similar fate, forcing Ivan Asen III to flee. Ivaylo's situation did not improve, however—after two years of constant warfare his support was diminished, the Mongols were not decisively defeated, and the nobility remained hostile. By the end of 1280, Ivaylo sought refuge with his former enemies the Mongols, who under Byzantine influence killed him. The nobility chose the powerful noble and ruler of
Cherven,
George I Terter, as emperor. He reigned for twelve years, bringing even stronger Mongol influence and the loss of most of the remaining lands in Thrace to the Byzantines. This period of instability and uncertainty continued until 1300, when for a few months the Mongol
Chaka ruled in Tarnovo.
Temporary stabilization In 1300,
Theodore Svetoslav, George I's eldest son, took advantage of a civil war in the Golden Horde, overthrew Chaka, and presented his head to the Mongol khan
Toqta. This brought an end to Mongol interference in Bulgarian domestic affairs and secured
Southern Bessarabia as far as
Bolgrad to Bulgaria. The new emperor began to rebuild the country's economy, subdued many of the semi-independent nobles, and executed as traitors those he held responsible for assisting the Mongols, including Patriarch
Joachim III. The Byzantines, interested in Bulgaria's continuous instability, supported pretenders Michael and Radoslav with their armies, but were defeated by Theodore Svetoslav's uncle
Aldimir, the despot of
Kran. Between 1303 and 1304, the Bulgarians launched several campaigns and retook many towns in north-eastern Thrace. The Byzantines tried to counter the Bulgarian advance but suffered a major defeat in the
battle of Skafida. Unable to change the status quo, they were forced to make peace with Bulgaria in 1307, acknowledging Bulgarian gains. Theodore Svetoslav spent the rest of his reign in peace with his neighbors. He maintained cordial relations with Serbia and in 1318, its king
Stephen Milutin, paid a visit to Tarnovo. The years of peace brought economic prosperity and boosted commerce; Bulgaria became a major exporter of agricultural commodities, especially wheat. During the early 1320s, tensions between Bulgaria and the Byzantines rose as the latter descended into a civil war and the new emperor
George II Terter seized Philippopolis. In the confusion following George II's unexpected death in 1322 without leaving a successor, the Byzantines recaptured the city and other Bulgarian-seized towns in northern Thrace. The energetic despot of Vidin,
Michael Shishman, was elected emperor the next year; he immediately turned on the Byzantine emperor
Andronikos III Palaiologos, regaining the lost lands. In late 1324, the two monarchs signed a peace treaty, strengthened by a marriage between the Bulgarian ruler and
Theodora Palaiologina. Michael Shishman divorced his Serbian wife
Anna Neda, causing a deterioration of relations with Serbia. This change of political course is explained by the rapid growth of Serbian power and its penetration into Macedonia. The Bulgarians and the Byzantines agreed to a joint campaign against Serbia, but it took five years until the differences and tensions between Bulgaria and Byzantium were overcome. Michael Shishman gathered 15,000 troops and invaded Serbia. He engaged the Serbian king
Stephen Dečanski, who commanded an approximately equal force, near the border town of Velbazhd. The two rulers, both expecting reinforcements, agreed to a one-day truce but when a
Catalan detachment under the king's son
Stephen Dušan arrived, the Serbs broke their word. The Bulgarians were defeated in the ensuing
Battle of Velbazhd and their emperor perished. Despite their victory, the Serbs did not risk an invasion of Bulgaria and the two sides agreed to peace. As a result,
Ivan Stephen, the eldest son of the dead emperor by his Serbian wife, succeeded him in Tarnovo and was deposed after a brief rule. Bulgaria did not lose territory but could not stop the Serbian expansion in Macedonia. After the disaster at Velbazhd, the Byzantines attacked Bulgaria and seized a number of towns and castles in northern Thrace. Their success ended in 1332, when the new Bulgarian emperor
Ivan Alexander defeated them in the
battle of Rusokastro, recovering the captured territories. In 1344, the Bulgarians entered the
Byzantine civil war of 1341–47 on the side of
John V Palaiologos against
John VI Kantakouzenos, capturing nine towns along the
Maritsa river and in the Rhodope Mountains, including Philippopolis. That acquisition marked the last significant territorial expansion of medieval Bulgaria, but also led to the first attacks on Bulgarian soil by the
Ottoman Turks, who were allied with Kantakouzenos.
Fall in Vidin The attempts of Ivan Alexander to fight off the Ottomans in the late 1340s and early 1350s failed after two defeats in which his eldest son and successor
Michael Asen IV and his second son
Ivan Asen IV may have been killed. The emperor's relations with his other son
Ivan Sratsimir, who had been installed as the ruler of Vidin, deteriorated after 1349, when Ivan Alexander divorced his wife to marry
Sarah-Theodora, a converted Jew. When their child
Ivan Shishman was designated an heir to the throne, Ivan Sratsimir proclaimed independence. In 1366, Ivan Alexander refused to grant passage to the Byzantine emperor John V Palaiologos, and the troops of the
Savoyard crusade attacked the
Bulgarian Black Sea coast. They seized
Sozopolis, Messembria, Anchialus, and
Emona, causing heavy casualties and unsuccessfully laying siege to Varna. The Bulgarians eventually granted passage to John V, but the lost towns were handed over to the Byzantines. To the north-west, the Hungarians
attacked and occupied Vidin in 1365. Ivan Alexander reconquered his province four years later, allied with his
de jure vassal
Dobrotitsa and
Vladislav I of Wallachia. The death of Ivan Alexander in 1371 left the country irrevocably divided between Ivan Shishman in Tarnovo, Ivan Sratsimir in Vidin, and Dobrotitsa in Karvuna. The 14th century German traveler
Johann Schiltberger described these lands as follows: in 1396 was the final blow leading to the fall of the Bulgarian Empire. On 26 September 1371, the Ottomans defeated a large Christian army led by the Serbian brothers
Vukašin Mrnjavčević and
Jovan Uglješa in the
Battle of Chernomen. They immediately turned on Bulgaria and conquered northern Thrace, the Rhodopes,
Kostenets,
Ihtiman, and
Samokov, effectively limiting the authority of Ivan Shishman in the lands to the north of the
Balkan mountains and the
Valley of Sofia. Unable to resist, the Bulgarian monarch was forced to become an Ottoman vassal, and in return he recovered some of the lost towns and secured ten years of uneasy peace. The Ottoman raids renewed in the early 1380s, culminating in the
fall of Sofia. Simultaneously, Ivan Shishman had been engaged in war against Wallachia since 1384. According to the
Anonymous Bulgarian Chronicle, he killed the Wallachian
voivode Dan I of Wallachia in September 1386. He also maintained uneasy relations with Ivan Sratsimir, who had broken his last ties with Tarnovo in 1371 and had separated the dioceses of Vidin from the Tarnovo Patriarchate. The two brothers did not cooperate to repel the Ottoman invasion. According to historian
Konstantin Jireček, the brothers were engaged in a bitter conflict over Sofia. Ivan Shishman reneged on his vassal obligation to support the Ottomans with troops during their campaigns. Instead, he used every opportunity to participate in Christian coalitions with the Serbs and the Hungarians, provoking massive Ottoman invasions in 1388 and 1393. Despite strong resistance, the Ottomans seized a number of important towns and fortresses in 1388, and five years later they
captured Tarnovo after a three-month siege. Ivan Shishman died in 1395 when the Ottomans, led by
Bayezid I, took his last fortress
Nikopol. In 1396, Ivan Sratsimir joined the Crusade of the Hungarian king
Sigismund, but after the Christian army was defeated in the
Battle of Nicopolis the Ottomans immediately marched on Vidin and seized it, bringing an end to the medieval Bulgarian state.
Resistance continued under
Constantine and
Fruzhin until 1422. The former was referred to by king Sigismund as the "
distinguished Constantine, glorious Emperor of Bulgaria". ==Administration, territorial division, society==