Evidence for Carbon–Carbon Meisenheimer–Wheland Complexes between Superelectrophilic and Supernucleophilic Carbon Reagents | Zendy

Boga Carla | Zendy; Del Vecchio Erminia | Zendy; Forlani Luciano | Zendy; Mazzanti Andrea | Zendy; Todesco Paolo E. | Zendy

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Evidence for Carbon–Carbon Meisenheimer–Wheland Complexes between Superelectrophilic and Supernucleophilic Carbon Reagents

Author(s) -

Boga Carla,

Del Vecchio Erminia,

Forlani Luciano,

Mazzanti Andrea,

Todesco Paolo E.

Publication year - 2005

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200500238

Subject(s) - chemistry , homomeric , carbon fibers , reagent , tris , reinforced carbon–carbon , medicinal chemistry , organic chemistry , computer science , gene , algorithm , biochemistry , composite number , protein subunit

Proposal accepted : NMR experiments have shown unequivocally that the previously only proposed zwitterionic carbon–carbon Meisenheimer–Wheland complexes are formed in the reaction of 4,6‐dinitrobenzofuroxan (DNBF) with 1,3,5‐tris( N , N ‐dialkylamino)benzenes. Increasing the temperature results in a rapid exchange between three homomeric forms of the complex (see scheme; NR 2 =piperidyl, morpholinyl, pyrrolidinyl).

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