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1,4,7-Triazacyclononane, known as "TACN" which is pronounced "tack-en," is a cyclic organic compound with the formula C6H12(NH)3. TACN is derived, formally speaking, from cyclononane by replacing three equidistant CH2 groups with NH groups. TACN is one of the oligomers derived from aziridine, C2H4NH. Other members of the series include diazacyclohexane, C4H8(NH)2, and the cyclic tetramer 1,4,7,10-tetraazacyclododecane.
Additional recommended knowledge
The ligand is prepared from diethylene triamine as follows by macrocyclization using ethyleneglycol ditosylate.
TACN is a popular tridentate ligand. It is threefold symmetric and binds to one face of an octahedron of metalloids and transition metals. The (TACN)M unit is kinetically inert, allowing further synthetic transformations on the other coordination sites.
is prepared as follows from TACN trihydrochloride:
1. Chaudhuri, P. and Wieghardt, K., "The Chemistry of 1,4,7-Triazacyclononane and Related Tridentate Macrocyclic Compounds", Progress in Inorganic Chemistry, 1987, volume 35, 329-436.
2. K. Wieghardt, W. Schmidt, B. Nuber, and J. Weiss, "Darstellung und Struktur des trans-Diaqua-di-μ-hydroxo-bis[(1,4,7-triazacyclononan)cobalt(III)]-Kations; Kinetik und Mechanismus seiner Bildung"Chem. Ber., 1979, 112, 2220-2230.
3. K. Sibbons, K Shastri, and M Watkinson, "The application of manganese complexes of ligands derived from 1,4,7-triazacyclononane in oxidative catalysis", Dalton Transactions, 2006, 645-661.
4. Deal, K. A.; Burstyn, J. N., "Mechanisitic Studies of Dichloro(1,4,7-triazacyclononane)copper(II)-Catalyzed Phosphate Diester Hydrolysis", Inorg. Chem. 1996, 35, 2792-2798.
5. K. Wieghardt, W. Schmidt, H. Endres and C.R. Wolfe, Chem. Ber., 1979, 112, 2837.
6. K. Wieghardt, W. Schmidt, W. Herrmann, and H.-J. Kuppers, Inorg. Chem., 1983, 23, 2953.
|This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "1,4,7-Triazacyclononane". A list of authors is available in Wikipedia.|