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Cyclophanes, XXXIX. The Structure of the Dicyanoacetylene Adducts of [2.2]Paracyclophane
Author(s) -
Hopf Henning,
Witulski Bernhard,
Jones Peter G.,
Schomburg Dietmar
Publication year - 1995
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.199519950484
Subject(s) - chemistry , adduct , stereochemistry , crystallography , cyclophane , crystal structure , organic chemistry
The structures of the 1:1 and 1:2 addition products of dicyanoacetylene (2) to [2.2]paracyclophane (1) have been determined by X‐ray structural analysis as 3 and 5 , respectively. In contrast to literature reports, the latter possesses the „crossed” double barrelene configuration. On irradiation 3 isomerizes to the semibullvalenophane 4 as was also shown by X‐ray structural analysis.