Visible-light-mediated borylation of aryl and alkyl halides with a palladium complex

Palladium catalyzed visible-light-mediated borylation of inactivated aryl and alkyl halides is reported; the method provided high yields and excellent functional group compatibility. Furthermore, arylsilicates were synthesized selectively using dimethylphenylsilyl boronic ester via changing the reac...

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Published inOrganic & biomolecular chemistry Vol. 18; no. 23; pp. 439 - 4394
Main Authors Zhao, Jia-Hui, Zhou, Zhao-Zhao, Zhang, Yue, Su, Xuan, Chen, Xi-Meng, Liang, Yong-Min
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 21.06.2020
Royal Society of Chemistry
Subjects
Aromatic compounds
Chemistry
Chemistry, Organic
Crystallography
Fluorescence
Functional groups
Halides
Palladium
Physical Sciences
Reaction mechanisms
Science & Technology
SUBSTITUTION
CROSS-COUPLING REACTIONS
1-ALKYL-2-METHYLENECYCLOPROPANES
SECONDARY
C-H BORYLATION
B-B BOND
IRON-CATALYZED BORYLATION
CLEAVAGE
ALKYLBORONIC ESTERS
METAL-FREE
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Summary:Palladium catalyzed visible-light-mediated borylation of inactivated aryl and alkyl halides is reported; the method provided high yields and excellent functional group compatibility. Furthermore, arylsilicates were synthesized selectively using dimethylphenylsilyl boronic ester via changing the reaction conditions. Finally, the possible reaction mechanism is determined through fluorescence quenching and turn on/off experiments. Palladium catalyzed visible-light-mediated borylation of inactivated aryl and alkyl halides is reported; the method provided high yields and excellent functional group compatibility.
Bibliography:Electronic supplementary information (ESI) available. CCDC
For ESI and crystallographic data in CIF or other electronic format see DOI
2000973
10.1039/d0ob00028k
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1477-0520
1477-0539
DOI:10.1039/d0ob00028k