Catalysis of aldehyde and imine silylcyanation by platinum and palladium NCN-pincer complexes

John S. Fossey; CJ Richards

doi:10.1016/j.tetlet.2003.09.201

Catalysis of aldehyde and imine silylcyanation by platinum and palladium NCN-pincer complexes

John S. Fossey, CJ Richards

Chemistry

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Abstract

The room temperature addition of trimethylsilylcyanide to aromatic and aliphatic aldehydes to give the corresponding cyanohydrins is efficiently catalysed by 1 mol% of ((2,6-bis(N-cyclohexyl)imino)phenyl)aquoplatinum(II) trifluoromethanesulfonate 1a. This methodology is also applicable to the addition of trimethylsilylcyanide to Schiff bases resulting in the formation of alpha-amino nitriles. (C) 2003 Elsevier Ltd. All rights reserved.

Original language	English
Pages (from-to)	8773-8776
Number of pages	4
Journal	Tetrahedron Letters
Volume	44
Issue number	49
DOIs	https://doi.org/10.1016/j.tetlet.2003.09.201
Publication status	Published - 1 Dec 2003

Keywords

catalysis
silylcyanation
pincer complexes

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10.1016/j.tetlet.2003.09.201

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abstract = "The room temperature addition of trimethylsilylcyanide to aromatic and aliphatic aldehydes to give the corresponding cyanohydrins is efficiently catalysed by 1 mol% of ((2,6-bis(N-cyclohexyl)imino)phenyl)aquoplatinum(II) trifluoromethanesulfonate 1a. This methodology is also applicable to the addition of trimethylsilylcyanide to Schiff bases resulting in the formation of alpha-amino nitriles. (C) 2003 Elsevier Ltd. All rights reserved.",

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T1 - Catalysis of aldehyde and imine silylcyanation by platinum and palladium NCN-pincer complexes

AU - Fossey, John S.

AU - Richards, CJ

PY - 2003/12/1

Y1 - 2003/12/1

N2 - The room temperature addition of trimethylsilylcyanide to aromatic and aliphatic aldehydes to give the corresponding cyanohydrins is efficiently catalysed by 1 mol% of ((2,6-bis(N-cyclohexyl)imino)phenyl)aquoplatinum(II) trifluoromethanesulfonate 1a. This methodology is also applicable to the addition of trimethylsilylcyanide to Schiff bases resulting in the formation of alpha-amino nitriles. (C) 2003 Elsevier Ltd. All rights reserved.

AB - The room temperature addition of trimethylsilylcyanide to aromatic and aliphatic aldehydes to give the corresponding cyanohydrins is efficiently catalysed by 1 mol% of ((2,6-bis(N-cyclohexyl)imino)phenyl)aquoplatinum(II) trifluoromethanesulfonate 1a. This methodology is also applicable to the addition of trimethylsilylcyanide to Schiff bases resulting in the formation of alpha-amino nitriles. (C) 2003 Elsevier Ltd. All rights reserved.

KW - catalysis

KW - silylcyanation

KW - pincer complexes

U2 - 10.1016/j.tetlet.2003.09.201

DO - 10.1016/j.tetlet.2003.09.201

M3 - Article

VL - 44

SP - 8773

EP - 8776

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 49

ER -

Catalysis of aldehyde and imine silylcyanation by platinum and palladium NCN-pincer complexes

Abstract

Keywords

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