Premium
10‐Silacorroles Exhibiting Near‐Infrared Absorption and Emission
Author(s) -
Omori Hiroto,
Hiroto Satoru,
Shinokubo Hiroshi
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201701474
Subject(s) - tetrapyrrole , absorption (acoustics) , infrared , chemistry , silylation , photochemistry , homo/lumo , base (topology) , analytical chemistry (journal) , materials science , catalysis , molecule , optics , organic chemistry , physics , mathematical analysis , mathematics , composite material , enzyme
10‐Silacorroles were obtained from the Pd‐catalyzed silylative cyclization of a bis(α,α′‐dibromodipyrrin) Ni II precursor with dihydrosilanes. These 10‐silacorroles show substantially red‐shifted absorption bands relative to those of normal porphyrins and isocorroles. Notably, the corresponding free base and Zn II 10‐silacorroles exhibit emissions in the NIR region. Theoretical calculations on these 10‐silacorroles revealed the presence of σ*–π* conjugation between the silyl group and the tetrapyrrole π system, which significantly lowers their LUMO energy levels.