Triazabicyclodecene:  A Simple Bifunctional Organocatalyst for Acyl Transfer and Ring-Opening Polymerization of Cyclic Esters

1,5,7-Triazabicyclo[4.4.0]dec-5-ene (TBD) is an effective organocatalyst for acyl transfer as well as the ring-opening polymerization of cyclic esters. Its high activity is attributed to its ability to simultaneously activate both esters and alcohols, as demonstrated in a model reaction. This unique...

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Veröffentlicht in:Journal of the American Chemical Society 2006-04, Vol.128 (14), p.4556-4557
Hauptverfasser: Pratt, Russell C, Lohmeijer, Bas G. G, Long, David A, Waymouth, Robert M, Hedrick, James L
Format: Artikel
Sprache:eng
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Zusammenfassung:1,5,7-Triazabicyclo[4.4.0]dec-5-ene (TBD) is an effective organocatalyst for acyl transfer as well as the ring-opening polymerization of cyclic esters. Its high activity is attributed to its ability to simultaneously activate both esters and alcohols, as demonstrated in a model reaction. This unique mechanism makes TBD a remarkably simple example of a bifunctional catalyst. The simplicity of the reaction conditions, the ready commercial availability of the catalyst, and its high activity provide an accessible methodology to allow future studies of tailor-made polyesters.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja060662+