Restricted rotation in 9-phenyl-anthracenes: a prediction fulfilled.
Org Lett
; 13(2): 256-9, 2011 Jan 21.
Article
em En
| MEDLINE
| ID: mdl-21142187
ABSTRACT
The calculated phenyl rotation barrier in 9-phenylanthracene has been reported as ~21 kcal mol(-1), but experimental verification of this barrier is limited by its intrinsic symmetry. V-T NMR indicated the barrier to interconversion of the syn (C(2v)) and anti (C(2h)) rotamers of 9,10-bis(3-fluorophenyl)anthracene to be ~21 kcal mol(-1). Likewise, the V-T NMR spectra of 9-(1-naphthyl)-10-phenylanthracene reveal that the rotational barrier of the unsubstituted phenyl ring is at least 21 kcal mol(-1).
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MEDLINE
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En
Ano de publicação:
2011
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Article