Literature DB >> 12203624

[2.2]paracyclophane/dehydrobenzoannulene hybrids: transannular delocalization in open-circuited conjugated macrocycles.

A J Boydston1, L Bondarenko, I Dix, T J Weakley, H Hopf, M M Haley.   

Abstract

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.
Copyright © 2001 WILEY-VCH Verlag GmbH, Weinheim, Fed. Rep. of Germany.

Entities:  

Keywords:  alkynes; annulenes; aromaticity; cyclophanes; macrocycles

Year:  2001        PMID: 12203624     DOI: 10.1002/1521-3773(20010817)40:16<2986::AID-ANIE2986>3.0.CO;2-I

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  1 in total

1.  Unveiling how intramolecular stacking modes of covalently linked dimers dictate photoswitching properties.

Authors:  Ru-Qiang Lu; Xiao-Yun Yan; Lei Zhu; Lin-Lin Yang; Hang Qu; Xin-Chang Wang; Ming Luo; Yu Wang; Rui Chen; Xiao-Ye Wang; Yu Lan; Jian Pei; Wengui Weng; Haiping Xia; Xiao-Yu Cao
Journal:  Nat Commun       Date:  2019-12-02       Impact factor: 14.919

  1 in total

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