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1,8‐Dioxa[8](2,7)pyrenophane, a Severely Distorted Polycyclic Aromatic Hydrocarbon
Author(s) -
Bodwell Graham J.,
Bridson John N.,
Houghton Tom J.,
Kennedy Jason W. J.,
Mannion Michael R.
Publication year - 1996
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.199613201
Subject(s) - pyrene , bent molecular geometry , polycyclic aromatic hydrocarbon , moiety , hydrocarbon , chemistry , cyclophane , crystallography , crystal structure , stereochemistry , organic chemistry
Pyrene can be bent by almost 90° . This was confirmed by a crystal structure analysis of cyclophane 1 , which reveals an 87.8° bend over the length of the pyrene moiety and a stretched aliphatic chain (C‐C‐C bond angles up to 119.4°). The signals at highest field for the bridge protons are at δ = −1.47. The arene's curved surface approximates part of the surface of D 6h C 84 .