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Tellurobenzaldehyde by Staudinger‐Chalcogenation of the Ylide Benzylidenetriphenylphosphorane
Author(s) -
Erker Gerhard,
Hock Regina
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.198901791
Subject(s) - ylide , toluene , chemistry , tellurium , organic chemistry
The ylide Ph 3 PCHPh 1 and elemental tellurium react at 105°C in toluene to afford in situ tellurobenzaldehyde 2 . Compound 2 is trapped with 2,3‐dimethylbutadiene to form 3 and reacts with 1 to give stilbene; 2 is the first telluroaldehyde to be prepared in free form. The authors suggest the term “Staudinger‐chalcogenation” for this method of synthesis.