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Tris(2-pyridylmethyl)amine

Tris(2-pyridylmethyl)amine (abbreviated TPMA or TPA) is an organic compound with the formula (C<sub>5</sub>H<sub>4</sub>NCH<sub>2</sub>)<sub>3</sub>N. 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:

2 C<sub>5</sub>H<sub>4</sub>NCH<sub>2</sub>Cl + C<sub>5</sub>H<sub>4</sub>NCH<sub>2</sub>NH<sub>2</sub> → (C<sub>5</sub>H<sub>4</sub>NCH<sub>2</sub>)<sub>3</sub>N + 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

References