A squaramide and tertiary amine: an excellent hydrogen-bonding pair organocatalyst for living polymerization

Jingjing Liu; Cheng Chen; Zhenjiang Li; Wenzhuo Wu; Xu Zhi; Qiguo Zhang; Hao Wu; Xin Wang; Saide Cui; Kai Guo

doi:10.1039/C5PY00508F

A squaramide and tertiary amine: an excellent hydrogen-bonding pair organocatalyst for living polymerization†

Jingjing Liu,^a Cheng Chen,^a Zhenjiang Li,^a Wenzhuo Wu,^a Xu Zhi,^a Qiguo Zhang,^a Hao Wu,^a Xin Wang,^a Saide Cui^a and Kai Guo*^a

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^a State Key Laboratory of Materials-Oriented Chemical Engineering, College of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, 30 Puzhu Rd S., Nanjing 211816, China
E-mail: guok@njtech.edu.cn
Fax: +86 25 5813 9935
Tel: +86 25 5813 9926

Abstract

A hydrogen-bond motif based on a squaramide and sparteine efficiently promoted the ring-opening polymerization of L-lactide at ambient temperature. Narrowly dispersed polymers with precise molar masses (Đ = 1.05, M_n = 16 240 g mol⁻¹) were obtained in a short reaction time (98% conv., 11 h) and with retention of stereochemistry. Experimental data and computational results indicated that the squaramide and sparteine pair is a competent H-bond donor–acceptor catalyst in living polymerization.

Polymer Chemistry

A squaramide and tertiary amine: an excellent hydrogen-bonding pair organocatalyst for living polymerization†

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A squaramide and tertiary amine: an excellent hydrogen-bonding pair organocatalyst for living polymerization

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