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Biphenylenes with Strongly Distorted Trapezoidal Four‐Membered Ring
Author(s) -
Vögtle Fritz,
Saitmacher Klaus,
Peyerimhoff Sigrid,
Hippe Dorothee,
Puff Heinrich,
Büllesbach Petra
Publication year - 1987
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.198704701
Subject(s) - biphenylene , ring (chemistry) , crystallography , planar , bridge (graph theory) , position (finance) , chemistry , skeleton (computer programming) , mathematics , stereochemistry , anatomy , computer science , biology , organic chemistry , computer graphics (images) , phenylene , finance , economics , polymer
The biphenylenes with the hitherto shortest bridge in the 1,8‐position , the sulfur compounds 1a and 1b , could be prepared for the first time in a one‐step reaction. X‐ray structure analyses and calculations both indicate a severe trapezoidaldistartion of the four‐membered ring; C4a–C4b is ca.155 pm, C8–C8b only ca. 146 pm in length! The biphenylene skeleton remains completely planar ( 1a , X = 1b X = SO 2 ).
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