An efficient (one-pot) synthesis of a new class of cyclophanes

Thomas R. Hoye, Jeffrey J. Cernohous, Keith P. Pfister

Research output: Contribution to journalArticlepeer-review

2 Scopus citations

Abstract

A new method for the synthesis of maleate(and phthalate)-bridged cyclophanes is described. For example, cyclophanes 4 (or 5) were obtained in 37-55% yields by treating maleic (or phthalic) anhydride with various benzene dimethanols and reacting the resulting bis- carboxylate salts with various α,α'-dibromoxylenes. A cyclophane containing copolymer of 4 with 1,3-propanedithiol was prepared.

Original languageEnglish (US)
Pages (from-to)1857-1860
Number of pages4
JournalTetrahedron Letters
Volume39
Issue number14
DOIs
StatePublished - Apr 2 1998

Bibliographical note

Funding Information:
We thank Dr. Victor Young from the University of Minnesota X-Ray Crystallographic Laboratory for the X-ray study described, Mr. Bongjin Moon for helpful suggestions and guidance, and the General Electric Corporation and the University of Minnesota Center for Interfacial Engineering for financial support.

Copyright:
Copyright 2004 Elsevier Science B.V., Amsterdam. All rights reserved.

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