Solution and solid-state studies of a chiral zinc- sulfonamide complex relevant to enantioselective cyclopropanations

Scott E. Denmark; Stephen P. O'Connor; Scott R. Wilson

doi:10.1002/(SICI)1521-3773(19980504)37:8<1149::AID-ANIE1149>3.0.CO;2-F

Solution and solid-state studies of a chiral zinc- sulfonamide complex relevant to enantioselective cyclopropanations

Scott E. Denmark, Stephen P. O'Connor, Scott R. Wilson

Chemistry

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

Abstract

A highly distorted tetrahedron formed by the four nitrogen atoms around zinc in the crystalline zinc-sulfonamide complex 1 may explain its catalytic activity in asymmetric cyclopropanations. The agent is formed by deprotonation of (R,R)-N,N'-cyclohexane-1,2-diyl)bis(n-butanesulfonamide) with diethylzinc and addition of 2,2'-bipyridyl.

Original language	English (US)
Pages (from-to)	1149-1151
Number of pages	3
Journal	Angewandte Chemie - International Edition
Volume	37
Issue number	8
DOIs	https://doi.org/10.1002/(SICI)1521-3773(19980504)37:8<1149::AID-ANIE1149>3.0.CO;2-F
State	Published - May 4 1998

Keywords

Asymmetric catalysis
Cyclopropanations
Sulfonamides
Zinc

ASJC Scopus subject areas

Catalysis
General Chemistry

Online availability

10.1002/(SICI)1521-3773(19980504)37:8<1149::AID-ANIE1149>3.0.CO;2-F

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title = "Solution and solid-state studies of a chiral zinc- sulfonamide complex relevant to enantioselective cyclopropanations",

abstract = "A highly distorted tetrahedron formed by the four nitrogen atoms around zinc in the crystalline zinc-sulfonamide complex 1 may explain its catalytic activity in asymmetric cyclopropanations. The agent is formed by deprotonation of (R,R)-N,N'-cyclohexane-1,2-diyl)bis(n-butanesulfonamide) with diethylzinc and addition of 2,2'-bipyridyl.",

keywords = "Asymmetric catalysis, Cyclopropanations, Sulfonamides, Zinc",

author = "Denmark, {Scott E.} and O'Connor, {Stephen P.} and Wilson, {Scott R.}",

year = "1998",

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T1 - Solution and solid-state studies of a chiral zinc- sulfonamide complex relevant to enantioselective cyclopropanations

AU - Denmark, Scott E.

AU - O'Connor, Stephen P.

AU - Wilson, Scott R.

PY - 1998/5/4

Y1 - 1998/5/4

N2 - A highly distorted tetrahedron formed by the four nitrogen atoms around zinc in the crystalline zinc-sulfonamide complex 1 may explain its catalytic activity in asymmetric cyclopropanations. The agent is formed by deprotonation of (R,R)-N,N'-cyclohexane-1,2-diyl)bis(n-butanesulfonamide) with diethylzinc and addition of 2,2'-bipyridyl.

AB - A highly distorted tetrahedron formed by the four nitrogen atoms around zinc in the crystalline zinc-sulfonamide complex 1 may explain its catalytic activity in asymmetric cyclopropanations. The agent is formed by deprotonation of (R,R)-N,N'-cyclohexane-1,2-diyl)bis(n-butanesulfonamide) with diethylzinc and addition of 2,2'-bipyridyl.

KW - Asymmetric catalysis

KW - Cyclopropanations

KW - Sulfonamides

KW - Zinc

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Solution and solid-state studies of a chiral zinc- sulfonamide complex relevant to enantioselective cyclopropanations

Abstract

Keywords

ASJC Scopus subject areas

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