Anomalous Nucleophilic Substitution in (Chloromethyl)silane: 1,2‐Hydride Shift

Hubert Schmidbaur; Beate Zimmer‐Gasser

doi:10.1002/anie.197706392

Anomalous Nucleophilic Substitution in (Chloromethyl)silane: 1,2‐Hydride Shift

Hubert Schmidbaur
, Beate Zimmer‐Gasser

Department of Chemistry

Technical University of Munich

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

5 Scopus citations

Abstract

H₃SiCH₂Cl1 and its analog H₃CCH₂Cl differ in the polarity of the CCl bond. The first reactions of 1 have now been found which proceed differently from those of the “true” alkyl compound. (RCH₃ or C₂H₅; repeated silylation finally affords R₃PC(SiH₂CH₃)₂). (Figure Presented.)

Original language	English
Pages (from-to)	639-640
Number of pages	2
Journal	Angewandte Chemie International Edition in English
Volume	16
Issue number	9
DOIs	https://doi.org/10.1002/anie.197706392
State	Published - Sep 1977

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title = "Anomalous Nucleophilic Substitution in (Chloromethyl)silane: 1,2‐Hydride Shift",

abstract = "H3SiCH2Cl1 and its analog H3CCH2Cl differ in the polarity of the CCl bond. The first reactions of 1 have now been found which proceed differently from those of the “true” alkyl compound. (RCH3 or C2H5; repeated silylation finally affords R3PC(SiH2CH3)2). (Figure Presented.)",

author = "Hubert Schmidbaur and Beate Zimmer‐Gasser",

year = "1977",

month = sep,

doi = "10.1002/anie.197706392",

language = "English",

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pages = "639--640",

journal = "Angewandte Chemie International Edition in English",

issn = "0570-0833",

publisher = "John Wiley and Sons Ltd",

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T1 - Anomalous Nucleophilic Substitution in (Chloromethyl)silane

T2 - 1,2‐Hydride Shift

AU - Schmidbaur, Hubert

AU - Zimmer‐Gasser, Beate

PY - 1977/9

Y1 - 1977/9

N2 - H3SiCH2Cl1 and its analog H3CCH2Cl differ in the polarity of the CCl bond. The first reactions of 1 have now been found which proceed differently from those of the “true” alkyl compound. (RCH3 or C2H5; repeated silylation finally affords R3PC(SiH2CH3)2). (Figure Presented.)

AB - H3SiCH2Cl1 and its analog H3CCH2Cl differ in the polarity of the CCl bond. The first reactions of 1 have now been found which proceed differently from those of the “true” alkyl compound. (RCH3 or C2H5; repeated silylation finally affords R3PC(SiH2CH3)2). (Figure Presented.)

UR - https://www.scopus.com/pages/publications/84980156655

U2 - 10.1002/anie.197706392

DO - 10.1002/anie.197706392

M3 - Article

AN - SCOPUS:84980156655

SN - 0570-0833

VL - 16

SP - 639

EP - 640

JO - Angewandte Chemie International Edition in English

JF - Angewandte Chemie International Edition in English

IS - 9

ER -

Anomalous Nucleophilic Substitution in (Chloromethyl)silane: 1,2‐Hydride Shift

Abstract

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