Synthesis and properties of sym-pentasubstituted derivatives of corannulene.
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.
Grube
Gunther H
GH
Department of Chemistry, University of California, San Diego, La Jolla, California 92093-0358, USA.
Elliott
Eric L
EL
Steffens
Ralph J
RJ
Jones
Carissa S
CS
Baldridge
Kim K
KK
Siegel
Jay S
JS