The synthesis, structure and lewis acidity of bidentate organotin alkanes and carboxylates

Claude H. Yoder, Franklin and Marshall College, Lancaster
Jennifer E. Mihalick, Franklin and Marshall College, Lancaster
Wendy J. Kowalski, Franklin and Marshall College, Lancaster
Julie B. Ealy, Franklin and Marshall College, Lancaster
James N. Spencer, Franklin and Marshall College, Lancaster

Abstract

A series of bis(diphenylbromostannyl)alkanes of the type (C H ) BrSn(CH ) SnBr(C H ) , where n = 6, 10 and 12, and a series of bis(tributylstannyl)carboxylates of the type (n-C H ) SnO C(CH ) CO Sn(n-C H )3, where n = 2, 6, 10, 12 and 14, were prepared. Tin-119 solid state NMR of the carboxylates indicated that the compounds contain five-coordinate, structurally-equivalent tins in the solid state. Adduct formation with triethylphosphine oxide (TEPO) for both the alkanes and carboxylates was monitored by phosphorus-31 NMR. Equilibrium constants for the alkanes were approximately independent of chain length from n = 6 to 12, while for the carboxylates, the constants for n = 2 and n = 14 were small. Equilibrium constants for the intermediate chains were approximately the same. Solid state NMR shows that the 1:1 TEPO adduct of the n = 12 carboxylate contains two different tin atoms, both of which are five-coordinate, and that the adduct is probably not symmetrically chelated. © 1995, Walter de Gruyter. All rights reserved. 6 5 2 2 n 6 5 2 4 9 3 2 2 n 2 4 9