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Tetradentate ligand

In chemistry, tetradentate ligands are ligands that bind four donor atoms to a central atom to form a coordination complex. This number of donor atoms that bind is called denticity and is a method of classifying ligands.

Shape
Tetradentate ligands can be classified by the topology of the connections between donor atoms. Common forms are linear (also called sequential), ring or tripodal. A tetrapodal ligand that is also tetradentate has four legs with donor atoms and a bridgehead that is not a donor. Upon binding with a central atom, there are several arrangements possible (known as geometric isomers). Linear ligands A linear tetradentate ligand has the four donor atoms in a line and each subsequent donor is connected by one of three bridges. Such a ligand bound to a metal in tetrahedral coordination can only connect in one way, though if the ligand is unsymmetrical then there are two chiral arrangements. A linear tetradentate ligand can also bind to a metal in square planar coordination in one way, where anticlockwise or clockwise arrangements are equivalent. Linear ligands in octahedral coordination A linear tetradentate ligand has its donor atoms arranged along or in a chain so that each adjacent donor atom has to be adjacent on the central atom. This arrangement leads to three stereochemical outcomes, and the four donor groups can be co-equatorial. This geometry is called trans because the remaining unoccupied positions on the octahedron are mutually trans (opposite). When the two internal donor atoms are pyramidal (such as the secondary amines in trien or EDDA), two diastereomers for the trans arrangement are determined by the relative stereochemistry of these centers. Typically these donors are mutually trans, resulting in a chiral complex of C2-symmetric complexes. This arrangement is illustrated by complexes of the Trost ligand. The ligand can bend so that one donor atom is at the pole and the remaining three are on the equator of the central atom. This is called cis-β (beta). The remaining octahedral positions are cis (adjacent) to each other. The triangles of coordinating atoms and the central atom have two coplanar atoms, and one perpendicular atom. This arrangement is chiral, so there are two possible mirror images. The arrangement where the chain goes down and clockwise is termed lambda, Λ, and where it goes down and anticlockwise is called delta, Δ. Atoms with five coordinate positions are usually trigonal bipyramidal or square pyramid geometry. A symmetric tripodal tetradentate ligand can form two isomers on a square pyramid, depending on whether the bridging donor is on the apex or the base of the pyramid. The extra vacant position on the square pyramid is on the base. Square pyramidal coordination tends to occur where a six-member ring is formed with the bridgehead, bridge, feet donor atom and central atom. The longer leg (with three bridging atoms) connects to the apex of the pyramid, and symmetry is lost. In four coordination a tripodal ligand would fill all the positions available, the geometry is trigonal pyramid. The shape is distorted from the tetrahedron due to the non-symmetry of the tripod. ==Classification==
Classification
In addition to shape, tetradentate ligands can be classified by the ligating atoms on the ligand. For linear ligands the order can be given. The ligand may have a negative charge when it is in a complex with the central atom. This may develop through the loss of hydrogen ions when the substance is dissolved. One further characteristic is the size of the rings formed by the central metal with two donor atoms and the intervening chain of the ligand. Usually these rings have five or six members, but sometimes seven atoms. For ring shaped ligands, the total number of atoms in the ring is important, as it is a determiner of the hole size for the central atom. A tetradentate dianionic ligand has a double negative charge, and tetradentate trianionic ligands have a triple negative charge. The maximal charge is on tetradentate tetraanionic ligands, which can stabilize metals in high oxidation states, however such ligands also have to resist oxidation by the highly oxidizing metal centre. ==List==
Biomolecules
Heme is a heterocyclic macrocycle ring shaped tetradentate ligand. It is an important molecule in red blood cells. Chlorophyll comes in several forms and is important in plant photosynthesis. Bacteria may use variants called bacteriochlorophylls. ==References==
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