[en] Novel eight-membered ring unsaturated lactams were synthesized and tested as monomers for the ruthenium-catalyzed ring-opening metathesis polymerization (ROMP). The reaction of a N-protected cyclic alkeneamine was also investigated. The Grubbs' benzylidene complexes RuCl2(=CHPh)(PCy3)(2) or RUCl2(=CHPh)(PCy3)(IMesH(2)) and selected ruthenium-arene species bearing either phosphine or stable Arduengo-type N-heterocyclic carbene ligands served as catalyst precursors. In most cases, isomerization of the starting materials took place and only 1-benzyl-1-aza-2-ketocyclooct-5-ene afforded a polymeric product. This polyamide was characterized by numerous analytical techniques. (C) 2002 Elsevier Science B.V All rights reserved.
Disciplines :
Chemistry
Author, co-author :
Baran, Janusz
Bogdanska, Irena
Jan, Dominique
Delaude, Lionel ; Université de Liège - ULiège > Chimie macromoléculaire et catalyse organique
Demonceau, Albert ; Université de Liège - ULiège > Chimie macromoléculaire et catalyse organique
Noels, Alfred ; Université de Liège - ULiège > Services généraux (Faculté des sciences) > Relations académiques et scientifiques (Sciences)
Language :
English
Title :
Synthesis and ring-opening metathesis polymerization of eight-membered unsaturated lactams and related monomers
M. Schuster, S. Blechert, Angew. Chem. Int. Ed. Engl. 36 (1997) 2036-2056.
R.H. Grubbs, E. Khosravi, Ring-opening metathesis polymerization (ROMP) and related processes, in: A.D. Schlüter (Ed.), Material Science and Technology, VCH, Weinheim, 1999, pp. 64-104.
A. Fürstner, Angew. Chem. Int. Ed. Engl. 39 (2000) 3012-3043.
A. Demonceau, A.W. Stumpf, E. Saive, A.F. Noels, Macromolecules 30 (1997) 3127-3136.
L. Delaude, A. Demonceau, A.F. Noels, Macromolecules 32 (1999) 2091-2103.
T. Weskamp, F.J. Kohl, W. Hieringer, D. Gleich, W.A. Herrmann, Angew. Chem. Int. Ed. Engl. 38 (1999) 2416-2419.