Organocatalytic Living Ring-Opening Polymerization of Cyclic Carbosiloxanes
Organic Letters2006Vol. 8(21), pp. 4683–4686
Citations Over TimeTop 10% of 2006 papers
Bas G. G. Lohmeijer, Géraud Dubois, Frank A. Leibfarth, Russell C. Pratt, Fredrik Nederberg, Alshakim Nelson, Robert M. Waymouth, Charles G. Wade, James L. Hedrick
Abstract
[reaction: see text] An organocatalytic route to narrowly dispersed poly(carbosiloxanes) of predictable molecular weight and end group fidelity is described. N-Heterocyclic carbenes (NHC) and 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) catalyze the ring opening of cyclic carbosiloxanes. The pK(b) of the catalyst is important in preventing adverse transetherification reactions and obtaining well-defined polymers. Mechanistic studies indicate that hydrogen bonding to TBD or the NHC activates alcohols or silanols for ring-opening reactions.
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