Facile Syntheses of [n]Cyclophanes

1 January 1978

journal article
research article
Published by Taylor & Francis in Synthetic Communications

Vol. 8 (5) , 285-289
https://doi.org/10.1080/00397917808065623

Abstract

Strained molecules are of great interest because of their anomalous physical and chemical properties. The series of [n]para- and meta-cyclophanes have been well known as examples of compounds including bent benzene²⁾ as well as of ansa-compounds formerly studied on chirality.³⁾ The bending of the benzene rings becomes progressively greater with definitive red shifts of absorption maxima in the electronic spectra, as the number of the bridge methylenes, n, decreases. Among a number of methods reported for synthesis of [n]cyclophanes,⁴⁾ few are convenient for general use. Here we wish to report a facile synthetic method of [n]para- and meta-cyclophanes using commercially available materials.

Keywords

This publication has 3 references indexed in Scilit:

Cyclophane chemistry: bent and battered benzene rings
Accounts of Chemical Research, 1971
Macro Rings. XXXIII. A 1,6 to 1,6 Cycloaddition Reaction, a Diels-Alder Insertion Reaction, and Bent Benzene Rings^1,2
Journal of the American Chemical Society, 1966
meta-Bridged Aromatic Compounds.
Chemical Reviews, 1963