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Cover Picture: Synthesis, Spectroscopy, Crystal Structure Determination , and Quantum Chemical Calculations of BODIPY Dyes with Increasing Conformational Restriction and Concomitant Red‐Shifted Visible Absorption and Fluorescence Spectra (Chem. Asian J. 9/2010)
Author(s) -
Leen Volker,
Qin Wenwu,
Yang Wensheng,
Cui Jie,
Xu Chan,
Tang Xiaoliang,
Liu Weisheng,
Robeyns Koen,
Van Meervelt Luc,
Beljonne David,
Lazzaroni Roberto,
Tonnelé Claire,
Boens Noël,
Dehaen Wim
Publication year - 2010
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201090028
Subject(s) - chromophore , ethylene glycol , nanopore , bodipy , molecule , chemistry , intramolecular force , fluorescence , crystallography , photochemistry , materials science , nanotechnology , stereochemistry , organic chemistry , physics , quantum mechanics
Two BODIPY dyes with increasingly rigid conformations were synthesized from the conformationally unconstrained 3,5‐di‐(2‐bromophenoxy)‐4,4‐difluoro‐8‐(4‐methylphenyl)‐4‐bora‐3 a ,4 a ‐diaza‐ s ‐indacene through palladium‐catalyzed intramolecular benzofuran formation. In their Full Paper on page 2016 ff., W. Qin, W. Dehaen et al. report how restricted bond rotation of the phenoxy fragments led to more‐intense absorption and fluorescence signals at longer wavelengths relative to the unconstrained dye. X‐ray diffraction analysis showed progressively more‐extended planarity of the chromophore with increasing conformational restriction. These conclusions were confirmed by quantum chemical calculations of the lowest electronic excitations.