Crown ether Grignard reagents; x-ray structure of 2-(bromomagnesio)-1, 3-xylyl-15-crown-4

PR Markies, OS Akkerman, F Bickelhaupt…

Index: Markies,P.R.; Akkerman,Os.; Bickelhaupt,F. Journal of the American Chemical Society, 1988 , vol. 110, p. 4284

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Citation Number: 28

Abstract

Abstract: The first representatives of Grignard reagents with intramolecular crown ether coordination, 2-(bromomagnesia)-1, 3-xylyl-l5-crown-4 (1) and 2-(bromomagnesio)-l, 3-xylyl- 18-crown-5 (2), were obtained by reaction of the corresponding crown ether aryl bromides 3 and 4 in 80 and 16% yield, respectively. During this reaction, a unique and highly specific cleavage of the crown ether ring occurred as an important side reaction. The reaction ...