F. Guendouz, R. Jacquier, J. Verducci
1988
Citations
0
Influential Citations
20
Citations
Journal
Tetrahedron
Abstract
Abstract This work describes the synthesis of 4-carboxy-N-(4'-pyridino) piperidine (CPP), a functionalized analogue of the 4-dialkylamino pyridines, and its anchorage to various polymers by means of an amide bond. Some methods of titration of these supported CPP are pointed out. The efficiency of various supported CPP in the acetylation reaction of 1-methyl cyclohexanol are compared with DMAP as standard. The influence of various factors ( polymer type, spacer, loading and temperature ) are interpreted in relation to the nature of the microenvironment. An important decrease of the apparent pK of supported CPP as compared to DMAP (about 2 pK units) is assessed.