Issue 62, 2012

Concise, aromatization-based approach to an elaborate C2-symmetric pyrenophane

Abstract

A very short synthesis (5 steps), the crystal structure and resolution of an elaborate, inherently chiral [n](1,6)pyrenophane is reported. The synthesis hinges upon two very productive events: a multicomponent reaction and an unprecedented double-McMurry/valence isomerization/dehydrogenation step. Aromatization reactions are involved in the formation of all four of the rings of the pyrene system.

Graphical abstract: Concise, aromatization-based approach to an elaborate C2-symmetric pyrenophane

  • This article is part of the themed collection: Aromaticity

Supplementary files

Article information

Article type
Communication
Submitted
18 May 2012
Accepted
12 Jun 2012
First published
14 Jun 2012

Chem. Commun., 2012,48, 7747-7749

Concise, aromatization-based approach to an elaborate C2-symmetric pyrenophane

P. R. Nandaluru, P. Dongare, C. M. Kraml, R. A. Pascal, L. N. Dawe, D. W. Thompson and G. J. Bodwell, Chem. Commun., 2012, 48, 7747 DOI: 10.1039/C2CC33611A

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