A Perspective of One‐Pot Pyrrole–Aldehyde Condensations as Versatile Self‐Assembly Processes
- 30 March 2004
- journal article
- review article
- Published by Wiley in Angewandte Chemie International Edition in English
- Vol. 43 (15) , 1918-1931
- https://doi.org/10.1002/anie.200201603
Abstract
Regarded as the classic one-pot synthetic route to symmetrical porphyrins for well over half a century, pyrrole–aldehyde cyclocondensations have yielded a cornucopia of nonporphyrin macrocycles, such as N-confused porphyrins, corroles, sapphyrins, and expanded porphyrins, and have thus emerged as versatile self-assembly processes. A highlight in this field is the remarkably general one-pot corrole synthesis. The manifold of intermediates generated in the anaerobic phase of a Lindsey-type synthesis have been viewed as a dynamic covalent self-assembly system. This raises the possibility that the addition of a suitable host may alter the equilibrium concentrations of these intermediates by molecular recognition and related phenomena and thus determine the major product formed after oxidative quenching.Keywords
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