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Pinzettenförmige Kohlenwasserstoffe
Author(s) -
Vögtle Fritz,
Koch Herbert,
Rissanen Kari
Publication year - 1992
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.19921250922
Subject(s) - chemistry , ring (chemistry) , hydrocarbon , fluorescence , medicinal chemistry , stereochemistry , crystallography , polymer chemistry , organic chemistry , quantum mechanics , physics
Tweezer‐Shaped Hydrocarbons 1,8‐Bis[(arylethynyl)phenyl]‐ and ‐[(arylethenyl)phenyl]anthracenes of type I (e.g. 9, 6a ) and 1,8‐bis{[(arylethynyl)phenyl]‐ethynyl}‐ and ‐{[(arylethenyl)phenyl]ethynyl}anthracenes of type II (e.g. 16 , 13) were synthesized for the first time. Their hydrocarbon framework is formed by Grignard coupling and by Hagihara coupling, respectively. An X‐ray analysis of 13 exhibits an approximate planar skeleton, only one aromatic ring showing a considerable deviation from that plane (Figure 2). The UV and fluorescence properties are discussed. In spite of their preorganized and rather rigid tweezer‐shape the new hydrocarbons do not seem to use their multiple bonds for the cooperative binding of transition metal cations.