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Synthesis of Tetrasilatetrathia[8]circulenes by a Fourfold Intramolecular Dehydrogenative Silylation of C−H Bonds
Author(s) -
Serizawa Yuma,
Akahori Shuhei,
Kato Shohei,
Sakai Hayato,
Hasobe Taku,
Miyake Yoshihiro,
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.201700729
Subject(s) - intramolecular force , intersystem crossing , chemistry , silylation , excited state , crystallography , photochemistry , stereochemistry , catalysis , organic chemistry , physics , singlet state , nuclear physics
The first two examples of a tetrasilatetrathia[8]circulene were synthesized in two steps from a tetraiodotetrathienylene by using a fourfold intramolecular dehydrogenative silylation of C−H bonds as the key step. A single‐crystal X‐ray diffraction analysis revealed that tetrasilatetrathia[8]circulene contains a perfectly planar [8]radialene skeleton. The excited‐state dynamics of tetrasilatetrathia[8]circulene were evaluated by steady‐state and time‐resolved spectroscopic measurements, revealing an efficient intersystem crossing in the excited state.