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Aromatic Monochlorination Photosensitized by DDQ with Hydrogen Chloride under Visible-Light Irradiation

Title
Aromatic Monochlorination Photosensitized by DDQ with Hydrogen Chloride under Visible-Light Irradiation
Authors
Ohkubo, KeiFujimoto, AtsushiFukuzumi, Shunichi
Ewha Authors
Shunichi FukuzumiKei Okubo
SCOPUS Author ID
Shunichi Fukuzumiscopus; Kei Okuboscopus
Issue Date
2016
Journal Title
CHEMISTRY-AN ASIAN JOURNAL
ISSN
1861-4728JCR Link1861-471XJCR Link
Citation
vol. 11, no. 7, pp. 996 - 999
Keywords
chlorinationlaser flash photolysisphotoinduced electron transferquinoneradical
Publisher
WILEY-V C H VERLAG GMBH
Indexed
SCI; SCIE; SCOPUS WOS scopus
Abstract
Photochlorination of aromatic substrates by hydrogen chloride with 2,3-dichloro-5,6-cyano-p-benzoquinone (DDQ) occurs efficiently to produce the corresponding monochlorinated products selectively under visible-light irradiation. The yields for the chlorination of phenol were 70% and 18% for p- and o-chlorophenol, respectively, without formation of further chlorinated products. The photoinduced chlorination is initiated by electron transfer from Cl- to the triplet excited state of DDQ. The radical intermediates involved in the photochemical reaction have been detected by time-resolved transient absorption measurements.
DOI
10.1002/asia.201600083
Appears in Collections:
자연과학대학 > 화학·나노과학전공 > Journal papers
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