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Synthesis and Crystal Structure of a Cumulenic Quinoidal Porphyrin Dimer with Strong Electronic Absorption in the Infrared
Author(s) -
Blake Iain M.,
Rees Leigh H.,
Claridge Tim D. W.,
Anderson Harry L.
Publication year - 2000
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/(sici)1521-3773(20000515)39:10<1818::aid-anie1818>3.0.co;2-e
Subject(s) - porphyrin , dimer , chromophore , steric effects , crystal (programming language) , conjugated system , photochemistry , crystal structure , crystallography , absorption (acoustics) , infrared , atom (system on chip) , chemistry , materials science , stereochemistry , optics , polymer , physics , organic chemistry , computer science , composite material , embedded system , programming language
Quinoidalization results in amazingly intense near‐IR absorption in 1 ( λ max =1080 nm), whereas the shorter dimer 2 ( λ max =780 nm) is less conjugated because steric interactions force it into a contorted geometry. The crystal structure of 1 shows that the 62‐atom chromophore is bow‐shaped in the solid state.