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Trimeric Ketenylidene(triphenyl)phosphorane: A Hybrid between an Arene and an Ylide
Author(s) -
Bestmann Hans Jürgen,
Fürst Thomas G.,
Schier Annette
Publication year - 1993
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.199317471
Subject(s) - phosphorane , ylide , wittig reaction , chemistry , yield (engineering) , derivative (finance) , ring (chemistry) , oxide , medicinal chemistry , thiopyran , alternation (linguistics) , stereochemistry , organic chemistry , materials science , economics , financial economics , metallurgy , linguistics , philosophy
Bond‐length alternation is not found in the six‐membered ring of the title compound 1 by X‐ray structure analysis. Compound 1 undergoes Wittig reactions and can be oxidized to give the colored quinoid compound 2 , which in turn can be oxidized to yield the cyclopentanetrione derivative 3 . Compounds 2 and 3 were also characterized by X‐ray crystallography. Elimination of three equivalents of triphenylphosphane oxide from 1 could lead to C 6 or the products of its subsequent reactions.