Protonation of an ylide leads to a unique C-H⋯O hydrogen-bonded dimer: The first synthesis, isolation and X-ray structural characterisation of a phosphonium aryloxide

Matthew G. Davidson

doi:10.1039/C39950000919

Protonation of an ylide leads to a unique C-H⋯O hydrogen-bonded dimer: The first synthesis, isolation and X-ray structural characterisation of a phosphonium aryloxide

Matthew G. Davidson

University of Cambridge

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

Abstract

The phosphonium ylide triphenylphosphonium methylide Ph₃PCH ₂ reacts with 2,4,6-trimethyiphenol to give the phosphonium aryloxide dimer [(Ph₃PMe)⁺(OC₆H₂Me ₃-2,4,6)^-]₂ 1, in the solid state, in which aggregation is solely through C-H⋯O hydrogen bonding from both alkyl and aryl donors within the phosphonium cation, resulting in each phenoxide oxygen acceptor being five-coordinate (tetrafurcated).

Original language	English
Pages (from-to)	919-920
Number of pages	2
Journal	Journal of the Chemical Society, Chemical Communications
Issue number	9
DOIs	https://doi.org/10.1039/C39950000919
Publication status	Published - 1995

ASJC Scopus subject areas

Molecular Medicine

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title = "Protonation of an ylide leads to a unique C-H⋯O hydrogen-bonded dimer: The first synthesis, isolation and X-ray structural characterisation of a phosphonium aryloxide",

abstract = "The phosphonium ylide triphenylphosphonium methylide Ph3PCH 2 reacts with 2,4,6-trimethyiphenol to give the phosphonium aryloxide dimer [(Ph3PMe)+(OC6H2Me 3-2,4,6)-]2 1, in the solid state, in which aggregation is solely through C-H⋯O hydrogen bonding from both alkyl and aryl donors within the phosphonium cation, resulting in each phenoxide oxygen acceptor being five-coordinate (tetrafurcated).",

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year = "1995",

doi = "10.1039/C39950000919",

language = "English",

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journal = "Journal of the Chemical Society, Chemical Communications",

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N2 - The phosphonium ylide triphenylphosphonium methylide Ph3PCH 2 reacts with 2,4,6-trimethyiphenol to give the phosphonium aryloxide dimer [(Ph3PMe)+(OC6H2Me 3-2,4,6)-]2 1, in the solid state, in which aggregation is solely through C-H⋯O hydrogen bonding from both alkyl and aryl donors within the phosphonium cation, resulting in each phenoxide oxygen acceptor being five-coordinate (tetrafurcated).

AB - The phosphonium ylide triphenylphosphonium methylide Ph3PCH 2 reacts with 2,4,6-trimethyiphenol to give the phosphonium aryloxide dimer [(Ph3PMe)+(OC6H2Me 3-2,4,6)-]2 1, in the solid state, in which aggregation is solely through C-H⋯O hydrogen bonding from both alkyl and aryl donors within the phosphonium cation, resulting in each phenoxide oxygen acceptor being five-coordinate (tetrafurcated).

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DO - 10.1039/C39950000919

M3 - Article

AN - SCOPUS:37049086331

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JO - Journal of the Chemical Society, Chemical Communications

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IS - 9

ER -

Protonation of an ylide leads to a unique C-H⋯O hydrogen-bonded dimer: The first synthesis, isolation and X-ray structural characterisation of a phosphonium aryloxide

Abstract

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