Journal
TETRAHEDRON
Volume 61, Issue 7, Pages 1835-1838Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2004.12.014
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Aminolysis of bicyclic carbonates, which consist of five-membered cyclic carbonate and five- or six-membered alicyclic groups, was examined. Kinetic studies revealed that the aminolysis of the bicyclic carbonate with cyclohexane ring proceeded more smoothly than that of the bicyclic carbonate with cyclopentane ring. Computational calculation suggested that the different reaction rates originate from the distinct ring-strain of the cyclic carbonate groups affected by the conformation of the alicyclic groups. (C) 2004 Elsevier Ltd. All rights reserved.
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