1,4-Phenylene-bis-((1-methyl-1H-pyrazol-5-yl)borinic 8-oxyquinolinate) as a photoredox catalyst in the atom transfer radical addition of iodoperfluoroalkanes to alkenyl groups bearing organoboron compounds

Marcin Kublicki , Błażej Ogonowski , Dariusz Wieczorkowski , Krzysztof Durka , Tomasz Kliś

Abstract

The key photocatalytic properties of a transition-metal-free heteroleptic complex derived from 1,4-phenyldiboronic acid were evaluated. This compound was utilized in the atom transfer radical addition of iodoperfluoroalkanes to a series of alkenyl group bearing organoboron compounds. The products of these reactions retained the BC bond, and Suzuki-Miyaura coupling of one product gave biphenyl derivatives. The X-ray analysis of one of the obtained perfluoroalkylated boronic acids revealed the presence of open star-shaped channels.
Author Marcin Kublicki (FC / DPC)
Marcin Kublicki,,
- Department Of Physical Chemistry
, Błażej Ogonowski (FC / DPC)
Błażej Ogonowski,,
- Department Of Physical Chemistry
, Dariusz Wieczorkowski (FC / DPC)
Dariusz Wieczorkowski,,
- Department Of Physical Chemistry
, Krzysztof Durka (FC / DPC)
Krzysztof Durka,,
- Department Of Physical Chemistry
, Tomasz Kliś (FC / DPC)
Tomasz Kliś,,
- Department Of Physical Chemistry
Journal seriesTetrahedron Letters, ISSN 0040-4039, (A 25 pkt)
Issue year2019
Vol60
No29
Pages1918-1923
Publication size in sheets0.5
Keywords in EnglishPhotoredox catalysisPerfluoroalkanesOrganoboranesQuinoline
ASJC Classification1605 Organic Chemistry
DOIDOI:10.1016/j.tetlet.2019.06.032
URL https://www.sciencedirect.com/science/article/pii/S0040403919305830?via%3Dihub
Languageen angielski
File
1-s2.0-S0040403919305830-main.pdf 1.18 MB
Score (nominal)25
ScoreMinisterial score = 25.0, 17-07-2019, ArticleFromJournal
Publication indicators Scopus SNIP (Source Normalised Impact per Paper): 2016 = 0.635; WoS Impact Factor: 2017 = 2.125 (2) - 2017=1.954 (5)
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