Angewandte Chemie - International Edition
Angewandte Chemie - International Edition
5 years ago

Perfectly Alternating and Regioselective Copolymerization of Carbonyl Sulfide and Epoxides by Metal-Free Lewis Pairs

Perfectly Alternating and Regioselective Copolymerization of Carbonyl Sulfide and Epoxides by Metal-Free Lewis Pairs
Hai-Lin Wu, Jia-Liang Yang, Yang Li, Xing-Hong Zhang, Donald J. Darensbourg
The preparation of perfectly alternating and regioslective copolymers derived from the copolymerization of carbonyl sulfide (COS) and epoxides by metal-free Lewis pair catalysts composed of a Lewis base (amidine, guanidine, or quaternary onium salts) and a Lewis acid (triethyl borane) is described. Colorless and highly transparent copolymers of poly(monothiocarbonate) were successfully obtained with over 99 % tail-to-head content and high molecular weight (up to 92.5 kg mol−1). In most instances, oxygen–sulfur exchange reactions (O/S ERs), which would generate random thiocarbonate and carbonate units, were effectively suppressed. The turnover frequencies (TOF) of these Lewis pair catalyzed processes were as high as 119 h−1 at ambient temperature. COS metal-free is better: Using metal-free Lewis pairs composed of triethylborane and various Lewis bases (LBs), colorless and highly transparent poly(monothiocarbonate)s were successfully obtained with over 99 % tail-to-head content and high molecular weight (up to 92.5 kg mol−1). The turnover frequency of these Lewis pair catalyzed processes were up to 119 h−1 at ambient temperature.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/anie.201701780

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