Facile Formation and Dissociation Behaviour of C–C Bond Resulted from the Nucleophilic Attack of Carbanions on a Carbonyl Carbon in [Pt(hfac)2] | Zendy

Seichi Okeya | Zendy; Masato Hashimoto | Zendy; Fumiko Nakamura | Zendy; Yoshiaki Kusuyama | Zendy; Mako Kobayashi | Zendy; Ryuichi Arakawa | Zendy

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Facile Formation and Dissociation Behaviour of C–C Bond Resulted from the Nucleophilic Attack of Carbanions on a Carbonyl Carbon in [Pt(hfac)₂]

Author(s) -

Seichi Okeya,

Masato Hashimoto,

Fumiko Nakamura,

Yoshiaki Kusuyama,

Mako Kobayashi,

Ryuichi Arakawa

Publication year - 2000

Publication title -

chemistry letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.492

H-Index - 114

eISSN - 1348-0715

pISSN - 0366-7022

DOI - 10.1246/cl.2000.1130

Subject(s) - chemistry , nitromethane , adduct , carbanion , nucleophile , medicinal chemistry , dissociation (chemistry) , conjugate , acetone , tetrahedral carbonyl addition compound , nucleophilic addition , base (topology) , bond cleavage , stereochemistry , organic chemistry , catalysis , mathematical analysis , mathematics

[Pt(hfac)2] (hfac: hexafluoroacetylacetonate) reacts with MeNH2 in CH2Cl2/MeOH to give an –NHMe adduct complex on one of the carbonyl carbons, (MeNH3)[Pt(hfac)(hfac–NHMe)] 1 which is a tetrahedral intermediate of a Schiff base complex, [Pt(CF3COCHC(Nme)CF3)2] 2. Complex 1 activates H2O, MeOH, MeNO2 or acetone in solution to form the corresponding conjugate base adducts. The C–C bond in –CH2NO2 adduct 6, easily cleaves and generates nitromethane in solution.

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