The bicorannulenyl dianion: A charged overcrowded ethylene

David Eisenberg; Edward A. Jackson; Jennifer M. Quimby; Lawrence T. Scott; Roy Shenhar

doi:10.1002/anie.201002515

The bicorannulenyl dianion: A charged overcrowded ethylene

David Eisenberg
, Edward A. Jackson
, Jennifer M. Quimby
, Lawrence T. Scott
, Roy Shenhar^*

^*Corresponding author for this work

Institute of Chemistry

Research output: Contribution to journal › Article › peer-review

22 Scopus citations

Abstract

Super bowl: Bicorannulenyl, a large biaryl composed of two corannulene bowls, effectively becomes an overcrowded ethylene upon reduction to form a dianion (see picture). DFT calculations and NMR spectroscopic experiments reveal the double-bond character of the connection between the two bowls. Three stable diastereomers that interconvert through bowl inversions and central bond rotations were shown to exist.

Original language	English
Pages (from-to)	7538-7542
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	49
Issue number	41
DOIs	https://doi.org/10.1002/anie.201002515
State	Published - 4 Oct 2010

Keywords

Annulenes
Carbanions
Conformation analysis
Conjugation
Overcrowded ethylenes

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10.1002/anie.201002515

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abstract = "Super bowl: Bicorannulenyl, a large biaryl composed of two corannulene bowls, effectively becomes an overcrowded ethylene upon reduction to form a dianion (see picture). DFT calculations and NMR spectroscopic experiments reveal the double-bond character of the connection between the two bowls. Three stable diastereomers that interconvert through bowl inversions and central bond rotations were shown to exist.",

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AU - Scott, Lawrence T.

AU - Shenhar, Roy

PY - 2010/10/4

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KW - Annulenes

KW - Carbanions

KW - Conformation analysis

KW - Conjugation

KW - Overcrowded ethylenes

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The bicorannulenyl dianion: A charged overcrowded ethylene

Abstract

Keywords

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