Premium
[2.2]Paracyclophane/Dehydrobenzoannulene Hybrids: Transannular Delocalization in Open‐Circuited Conjugated Macrocycles
Author(s) -
Boydston A. J.,
Bondarenko Lidija,
Dix Ina,
Weakley Timothy J. R.,
Hopf Henning,
Haley Michael M.
Publication year - 2001
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20010817)40:16<2986::aid-anie2986>3.0.co;2-i
Subject(s) - bathochromic shift , delocalized electron , conjugated system , electron delocalization , absorption (acoustics) , absorption spectroscopy , chemistry , photochemistry , wavelength , materials science , organic chemistry , optoelectronics , physics , polymer , fluorescence , optics , composite material
Enhanced global delocalization throughout the “stepped” π‐electron systems of the [2.2]paracyclophane/dehydrobenzoannulene (PC/DBA) hybrids 1 and 2 is strongly suggested by a comparison of their electronic absorption spectra with those of model compounds with complete and interrupted classical aromatic delocalization. A distinct bathochromic shift (for 1 ) and greater absorption intensity at higher wavelengths (for 1 and 2 ) is observed versus the corresponding model hydrocarbons.