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Intra‐ und extraannular funktionalisierte [2.2.2]Phane mit Dreifachbindung: Synthese und Eigenschaften
Author(s) -
Knops Peter,
Vögtle Fritz
Publication year - 1991
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19911240540
Subject(s) - chemistry , steric effects , stereochemistry , clathrate hydrate , toluene , crystallography , hydrate , organic chemistry
Intra‐ and Extraannularly Functionalized [2.2.2]Phanes: Syntheses and Properties The severely strained new cyclophanes 7b – f , consisting of bridged tolane subunits and bearing intraannular substituents R, were prepared mainly to study steric interactions of R with the “π cloud” of the triple bond. These compounds exist in a rigid twisted conformation, whereas the unsubstituted reference compound 7a and the extraannularly functionalized azo compound 9 show C 2 symmetry. 9 forms a 1 : 1 clathrate with toluene.