Premium
An Efficient N ‐Heterocyclic Carbene‐Ruthenium Complex: Application Towards the Synthesis of Polyesters and Polyamides
Author(s) -
Malineni Jagadeesh,
Keul Helmut,
Möller Martin
Publication year - 2015
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.201400699
Subject(s) - polyester , carbene , polyamide , ruthenium , chemistry , amide , catalysis , condensation polymer , polymer chemistry , primary (astronomy) , organic chemistry , selectivity , physics , astronomy
The ruthenium benzimidazolylidene‐based N ‐heterocyclic carbene (NHC) complex 4 catalyzes the direct dehydrogenative condensation of primary alcohols into esters and primary alcohols in the presence of amines to the corresponding amides in high yields. This efficient new catalytic system shows a high selectivity towards the conversion of diols to polyesters and of a mixture of diols and diamines to polyamides. The only side product formed in this reaction is molecular hydrogen. Remarkable is the conversion of hydroxytelechelic polytetrahydrofuran (M ¯ n= 1000 g mol −1 )—a polydispers starting material—into a hydrolytically degradable polyether with ester linkages (M ¯ n= 32 600 g mol −1 ) and, in the presence of aliphatic diamines, into a polyether with amide linkages in the back bone (M ¯ n= 16 000 g mol −1 ).