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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 48, 2018 - Issue 8
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Original Articles

Amino acids/superbases as eco-friendly catalyst system for the synthesis of cyclic carbonates under metal-free and halide-free conditions

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Pages 876-886 | Received 16 Mar 2017, Published online: 07 Mar 2018
 

ABSTRACT

An eco-friendly and efficient binary catalyst system of superbases and amino acids was developed for the synthesis of cyclic carbonates from epoxides and CO2 under metal-free and halide-free conditions. Among the various amino acids and superbases systems tested, the L-histidine/1,8-diazabicyclo[5.4.0]-undec-7-ene (DBU) system achieved the highest conversion of propylene oxide and selectivity of propylene carbonate. The effect of various reaction parameters was evaluated. A possible catalyst mechanism for L-histidine synergized with DBU in the ring opening of epoxide and DBU introduced CO2 activation. The process herein represents a green, simple, and cost-effective route for the chemical fixation of CO2 into cyclic carbonates.

GRAPHICAL ABSTRACT

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