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Org Lett. 2003 Mar 6;5(5):713-6.

Synthesis and properties of sym-pentasubstituted derivatives of corannulene.

Author information

1
Department of Chemistry, University of California, San Diego, La Jolla, California 92093-0358, USA.

Abstract

Alkyl, aryl, and alkynyl as well as heteroatom derivatives of sym-pentasubstituted corannulenes have been synthesized from sym-pentachlorocorannulene. These units form potential building blocks for future work on superstructures based on corannulene. Absorption/emission properties follow expected trends from the parent 1. sym-Pentasubstitution gives rise to variations in the chemical dynamics of bowl inversion. van der Waals attraction is cited to explain an anomalously high barrier to bowl inversion in 10.

PMID:
12605497
DOI:
10.1021/ol027565f

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