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Journal article

Conformational preferences of a polar biaryl: a phase- and enantiomeric purity-dependent molecular hinge.

Abstract:
The favored (R(S)*,M*) diastereoisomer of 2-aryl-pyridine 1 in the solution state results from intramolecular dipole-dipole interactions. In the crystalline state, intermolecular interactions dominate, and the conformation switches reversibly to (R(S)*,P*). Only racemic 1 exhibits this switching property: enantiomerically pure 1 exists as the (R(S)*,M*) diastereoisomer in both the solution and crystalline state.
Publication status:
Published

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Publisher copy:
10.1021/ol9006635

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Journal:
Organic letters More from this journal
Volume:
11
Issue:
11
Pages:
2313-2316
Publication date:
2009-06-01
DOI:
EISSN:
1523-7052
ISSN:
1523-7060


Language:
English
Pubs id:
pubs:117865
UUID:
uuid:e8ce147a-171c-4047-a3fc-357acdfc5fa4
Local pid:
pubs:117865
Source identifiers:
117865
Deposit date:
2012-12-19
ARK identifier:

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