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Free keywords:
alkaloids; amines; hydrogen bonds; mesophases; polymorphism; solid-state structures
Abstract:
An effective degradation reaction of CH2Cl2 by bispidine (3,7-diazabicyclo[3.3.1]nonane, C7H12(NH)2, 1) is reported. The reaction starts as low as -20?degrees C and is quantitative with respect to 1. The overall reaction implies nucleophilic substitution of chloride, followed by a series of cascading acidbase reactions, ending with the formation of two easily separable products, one being soluble and the other insoluble. The starting 1, the intermediates, and the products show a variety of interesting solid-state structures, associated with plasticity, NH?N and NH?Cl?HN hydrogen bonding, and polymorphism. Copyright (c) 2012 John Wiley & Sons, Ltd.