Tris(2-pyridylmethyl)amine
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Tris(2-pyridylmethyl)amine
Tris(2-pyridylmethyl)amine (abbreviated TPMA or TPA) is an organic compound with the formula (C5H4NCH2)3N. It is a tertiary amine with three picolyl substituents. It is a white solid that is soluble in polar organic solvents. It is a ligand in coordination chemistry. The ligand is prepared by the alkylation of 2-picolylamine by picolyl chloride:{{cite book , author1=James W. Canary , author2=Yihan Wang , author3=Richard Roy, Jr. , title = Tris 2-Pyridyl)MethylAmine (TPA) and (+)-Bis 2-Pyridyl)methyl1-(2-Pyridyl)-Ethylamine (α-Metpa) , journal = Inorg. Synth. , series=Inorganic Syntheses , year = 1998 , volume = 32 , pages = 70–75 , doi = 10.1002/9780470132630.ch11, isbn=9780470132630 :2 C5H4NCH2Cl + C5H4NCH2NH2 → (C5H4NCH2)3N + 2 HCl TPMA is a tripodal ligand, often used to simulate the coordination environment within some proteins. It is also used as a copper ligand in ATRP. Related ligands * dipicolylamine, an intermediate in the synthesis of TPMA. *2-pi ...
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Tripodal Ligand
Tripodal ligands are tri- and tetradentate ligands. They are popular in research in the areas of coordination chemistry and homogeneous catalysis. Because the ligands are polydentate, they do not readily dissociate from the metal centre. Many tripodal ligands have C3 symmetry. Coordination chemistry In their coordination complexes with an octahedral molecular geometry the tridentate tripod ligands occupy one face, leading to a fixed facial (or ''fac'') geometry. The tetradentate tripodal ligands occupy four contiguous sites, leaving two ''cis'' positions available on the octahedral metal center. When bound to four- and five-coordinate metal centres, these ligands impose C3 symmetry, which can lead to uncommon ligand field splitting patterns. Tripodal ligands are often able to coordinately saturate metal ions with lower coordination numbers. One tripodal ligand of commercial significance is nitrilotriacetate, N(CH2CO2−)3 because it is cheaply produced and has a high affinity f ...
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