Formation and Reactivity of Silicon–Sulfur and Silicon–Selenium Double Bonds. The First X‐Ray Structure of a Silanethione | Zendy

Arya Prabhat | Zendy; Boyer Jacqueline | Zendy; Carré Francis | Zendy; Corriu Robert | Zendy; Lanneau Gérard | Zendy; Lapasset Jacques | Zendy; Perrot Myriam | Zendy; Priou Christian | Zendy

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Formation and Reactivity of Silicon–Sulfur and Silicon–Selenium Double Bonds. The First X‐Ray Structure of a Silanethione

Author(s) -

Arya Prabhat,

Boyer Jacqueline,

Carré Francis,

Corriu Robert,

Lanneau Gérard,

Lapasset Jacques,

Perrot Myriam,

Priou Christian

Publication year - 1989

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.198910161

Subject(s) - electrophile , reactivity (psychology) , nucleophile , silicon , intramolecular force , sulfur , selenium , x ray , chemistry , crystallography , stereochemistry , organic chemistry , physics , catalysis , medicine , alternative medicine , pathology , quantum mechanics

Silanethione 2a and silaneselenone 2b —stabilized by intramolecular Si ← N coordination— are obtained as shown below. The X‐ray structure analysis of 2a , 1‐naphthyl instead of phenyl, reveals strong zwitterionic character, which might explain the unexpectedly low reactivity toward nucleophiles and electrophiles ( a , X = S; b , X = Se).

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