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p-Benzyne

✍ Scribed by Ralph Marquardt; Andreas Balster; Wolfram Sander; Elfi Kraka; Dieter Cremer; J. George Radziszewski

Publisher: John Wiley and Sons
Year: 1998
Tongue: English
Weight: 122 KB
Volume: 37
Category: Article
ISSN: 0044-8249
DOI: 10.1002/(sici)1521-3773(19980420)37:7<955::aid-anie955>3.0.co;2-t

No coin nor oath required. For personal study only.

✦ Synopsis

A noble gas matrix at low temperature was used to investigate the photochemical behavior of diacetyl terephthaloyl diperoxide and dipropionyl terephthaloyl diperoxide as well as 1,4-diiodobenzene. All three photoreactions formed small quantities of a compound with IR absorption bands at 725 and 980 cm , which disappeared when the matrix was annealed. These bands correspond to the most intense of the calculated bands (B3LYP) for 1,4-didehydrobenzene (p-benzyne) (1). That decomposition of the peroxides in fact leads to 1 is confirmed by vapor-phase pyrolysis experiments in which (Z)-2 was obtained in high yield.

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