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From 1,2-dialkoxyalkanes to 1,4-dioxanes. A transformation mediated by NbCl(5)via multiple C-O bond cleavage at room temperature.

作者信息

Marchetti Fabio, Pampaloni Guido, Zacchini Stefano

机构信息

Dipartimento di Chimica e Chimica Industriale, University of Pisa, Via Risorgimento 35, I-56126, Pisa, Italy.

出版信息

Chem Commun (Camb). 2008 Aug 21(31):3651-3. doi: 10.1039/b804432e. Epub 2008 Jun 9.

DOI:10.1039/b804432e
PMID:18665288
Abstract

The formation of 1,4-dioxanes and alkyl chlorides from the reactions of polyethers (dme, diglyme, 1,2-diethoxyethane, 1,2-dimethoxypropane) with NbCl(5) at room temperature is described; as far as dme is concerned, the reaction mainly occurs in two steps, consisting of (i) cleavage of one O-CH(3) bond, followed by (ii) cleavage of the second O-CH(3) bond and one of the two O-CH(2) linkages. The characterization of intermediate complexes and the isolation of NbOCl(3)(dme) are reported.

摘要

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