Synthese und Kristallstruktur von ( E )‐α‐(Trifluormethyl)stilben | Zendy

Ruban Gerhard | Zendy; Zobel Dieter | Zendy; Koßmehl Gerhard | Zendy; Nuck Rolf | Zendy

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Synthese und Kristallstruktur von ( E )‐α‐(Trifluormethyl)stilben

Author(s) -

Ruban Gerhard,

Zobel Dieter,

Koßmehl Gerhard,

Nuck Rolf

Publication year - 1980

Publication title -

chemische berichte

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.667

H-Index - 136

eISSN - 1099-0682

pISSN - 0009-2940

DOI - 10.1002/cber.19801131030

Subject(s) - chemistry , steric effects , trifluoromethyl , wittig reaction , yield (engineering) , stereochemistry , medicinal chemistry , crystal structure , crystallography , organic chemistry , alkyl , materials science , metallurgy

Synthesis and X ‐Ray Structure of ( E )‐α‐(Trifluoromethyl)stilbene Starting from benzyltriphenylphosphonium chloride and ω,ω,ω‐trifluoroacetophenone α‐(trifluoromethyl)stilbene was prepared with 91% yield with a phase transfer‐catalyzed Wittig reaction with solid KF but without bases. The isolated isomer was found by X ‐ray structure analysis to have the thermodynamic preferred ( E )‐configuration. For this configuration it was determined a torsion angle of 71.3° between the two cis ‐configurated phenyl rings because of steric hindrance. AH ⃜F hydrogen bridge (distance: 223.8 pm) stabilizes the ( E )‐isomer.

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