Semiheterogeneous Dual Nickel/Photocatalytic (Thio)etherification Using Carbon Nitrides

A carbon nitride material can be combined with homogeneous nickel catalysts for light-mediated cross-couplings of aryl bromides with alcohols under mild conditions. The metal-free heterogeneous semiconductor is fully recyclable and couples a broad range of electron-poor aryl bromides with primary an...

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Bibliographic Details
Published inOrganic letters Vol. 21; no. 13; pp. 5331 - 5334
Main Authors Cavedon, Cristian, Madani, Amiera, Seeberger, Peter H, Pieber, Bartholomäus
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 05.07.2019
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Letter
Physical Sciences
Science & Technology
REDUCTIVE-ELIMINATION
NITROUS-OXIDE
CATALYSIS
C-N
PHOTOREDOX
HYDROXYLATION
OXYGEN-ATOM TRANSFER
ARYL
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Summary:A carbon nitride material can be combined with homogeneous nickel catalysts for light-mediated cross-couplings of aryl bromides with alcohols under mild conditions. The metal-free heterogeneous semiconductor is fully recyclable and couples a broad range of electron-poor aryl bromides with primary and secondary alcohols as well as water. The application for intramolecular reactions and the synthesis of active pharmaceutical ingredients was demonstrated. The catalytic protocol is applicable for the coupling of aryl iodides with thiols as well.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/acs.orglett.9b01957