First utilization of a homochiral ruthenium porphyrin as enantioselective epoxidation catalyst

Zeev Gross; Santiago Ini; Moshe Kapon; Shmuel Cohen

doi:10.1016/0040-4039(96)01599-7

First utilization of a homochiral ruthenium porphyrin as enantioselective epoxidation catalyst

Zeev Gross, Santiago Ini, Moshe Kapon, Shmuel Cohen

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Abstract

The enantioselectivity in the first catalytic conversion of styrene to its epoxide by a homochiral ruthenium porphyrin- 1-RU(O)₂- displayed a remarkable sensitivity to the solvent and the identity of the oxidant. The latter phenomenon clearly indicates that several high valent intermediates with different selectivities participate in oxygen atom transfer from catalyst to substrate. These observations are anticipated to significantly affect research of metal complexes of other homochiral porphyrins as well.

Original language	English
Pages (from-to)	7325-7328
Number of pages	4
Journal	Tetrahedron Letters
Volume	37
Issue number	40
DOIs	https://doi.org/10.1016/0040-4039(96)01599-7
State	Published - 30 Sep 1996
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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abstract = "The enantioselectivity in the first catalytic conversion of styrene to its epoxide by a homochiral ruthenium porphyrin- 1-RU(O)2- displayed a remarkable sensitivity to the solvent and the identity of the oxidant. The latter phenomenon clearly indicates that several high valent intermediates with different selectivities participate in oxygen atom transfer from catalyst to substrate. These observations are anticipated to significantly affect research of metal complexes of other homochiral porphyrins as well.",

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AU - Gross, Zeev

AU - Ini, Santiago

AU - Kapon, Moshe

AU - Cohen, Shmuel

PY - 1996/9/30

Y1 - 1996/9/30

N2 - The enantioselectivity in the first catalytic conversion of styrene to its epoxide by a homochiral ruthenium porphyrin- 1-RU(O)2- displayed a remarkable sensitivity to the solvent and the identity of the oxidant. The latter phenomenon clearly indicates that several high valent intermediates with different selectivities participate in oxygen atom transfer from catalyst to substrate. These observations are anticipated to significantly affect research of metal complexes of other homochiral porphyrins as well.

AB - The enantioselectivity in the first catalytic conversion of styrene to its epoxide by a homochiral ruthenium porphyrin- 1-RU(O)2- displayed a remarkable sensitivity to the solvent and the identity of the oxidant. The latter phenomenon clearly indicates that several high valent intermediates with different selectivities participate in oxygen atom transfer from catalyst to substrate. These observations are anticipated to significantly affect research of metal complexes of other homochiral porphyrins as well.

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DO - 10.1016/0040-4039(96)01599-7

M3 - Article

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JO - Tetrahedron Letters

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ER -

First utilization of a homochiral ruthenium porphyrin as enantioselective epoxidation catalyst

Abstract

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