Conformational diastereoisomerism in a chiral pretzelane

Yi Liu; Scott A. Vignon; Xiyun Zhang; K. N. Houk; J. Fraser Stoddart

doi:10.1039/b507679j

Conformational diastereoisomerism in a chiral pretzelane

Yi Liu, Scott A. Vignon, Xiyun Zhang, K. N. Houk, J. Fraser Stoddart^*

^*Corresponding author for this work

Chemistry

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

27 Scopus citations

Abstract

The introduction of a stereogenic center by a stereospecific synthesis into an optically active, donor-acceptor pretzelane, that exhibits helicity as well as fixed chirality, leads to a marked preference for one conformational diastereoisomer over the other in both acetone and dimethylsulfoxide that can be understood from computational models.

Original language	English (US)
Pages (from-to)	3927-3929
Number of pages	3
Journal	Chemical Communications
Issue number	31
DOIs	https://doi.org/10.1039/b507679j
State	Published - Aug 21 2005

Funding

Acknowledgment. The authors are grateful for the support of the National Key Basic Research and Development Program (grant no. 2002CB211803).

ASJC Scopus subject areas

Electronic, Optical and Magnetic Materials
Ceramics and Composites
Metals and Alloys
Materials Chemistry
Surfaces, Coatings and Films
General Chemistry
Catalysis

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abstract = "The introduction of a stereogenic center by a stereospecific synthesis into an optically active, donor-acceptor pretzelane, that exhibits helicity as well as fixed chirality, leads to a marked preference for one conformational diastereoisomer over the other in both acetone and dimethylsulfoxide that can be understood from computational models.",

author = "Yi Liu and Vignon, {Scott A.} and Xiyun Zhang and Houk, {K. N.} and Stoddart, {J. Fraser}",

note = "Funding Information: Acknowledgment. The authors are grateful for the support of the National Key Basic Research and Development Program (grant no. 2002CB211803).",

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AU - Liu, Yi

AU - Vignon, Scott A.

AU - Zhang, Xiyun

AU - Houk, K. N.

AU - Stoddart, J. Fraser

N1 - Funding Information: Acknowledgment. The authors are grateful for the support of the National Key Basic Research and Development Program (grant no. 2002CB211803).

PY - 2005/8/21

Y1 - 2005/8/21

N2 - The introduction of a stereogenic center by a stereospecific synthesis into an optically active, donor-acceptor pretzelane, that exhibits helicity as well as fixed chirality, leads to a marked preference for one conformational diastereoisomer over the other in both acetone and dimethylsulfoxide that can be understood from computational models.

AB - The introduction of a stereogenic center by a stereospecific synthesis into an optically active, donor-acceptor pretzelane, that exhibits helicity as well as fixed chirality, leads to a marked preference for one conformational diastereoisomer over the other in both acetone and dimethylsulfoxide that can be understood from computational models.

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Conformational diastereoisomerism in a chiral pretzelane

Abstract

Funding

ASJC Scopus subject areas

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