Sixty years after Wittig: Gas-phase synthesis of lithium trimethyl-ammonium methylide, [(CH3)3NCH2Li]

Richard A.J. O'Hair; Tom Waters; Benjamin Cao

doi:10.1002/anie.200701972

Sixty years after Wittig: Gas-phase synthesis of lithium trimethyl-ammonium methylide, [(CH₃)₃NCH₂Li]

Richard A.J. O'Hair, Tom Waters, Benjamin Cao

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

26 Citations (Scopus)

Abstract

(Graph Presented) Very Wittig: Collisional activation of the lithiated betaine cation [(CH₃)₃NCH₂CO ₂Li]⁺ (m/z 124) in the gas phase results in decarboxylation to form the lithiated ylide [(CH₃) ₃NCH₂Li]⁺ (m/z 80). Calculations and ion-molecule reactions with water confirm the identity and reactivity of this species.

Original language	English
Pages (from-to)	7048-7051
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	46
Issue number	37
DOIs	https://doi.org/10.1002/anie.200701972
Publication status	Published - 17 Sept 2007
Externally published	Yes

Keywords

Betaines
Carbanions
Density functional calculations
Ion-molecule reactions
Ylides

Access to Document

10.1002/anie.200701972

Cite this

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abstract = "(Graph Presented) Very Wittig: Collisional activation of the lithiated betaine cation [(CH3)3NCH2CO 2Li]+ (m/z 124) in the gas phase results in decarboxylation to form the lithiated ylide [(CH3) 3NCH2Li]+ (m/z 80). Calculations and ion-molecule reactions with water confirm the identity and reactivity of this species.",

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AU - Cao, Benjamin

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AB - (Graph Presented) Very Wittig: Collisional activation of the lithiated betaine cation [(CH3)3NCH2CO 2Li]+ (m/z 124) in the gas phase results in decarboxylation to form the lithiated ylide [(CH3) 3NCH2Li]+ (m/z 80). Calculations and ion-molecule reactions with water confirm the identity and reactivity of this species.

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KW - Ylides

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