Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 26, Issue 6, Pages 1249-1253Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201904635
Keywords
acylsilanes; energy transfer; photochemistry; siloxycarbenes; triplet sensitizer
Categories
Funding
- JSPS KAKENHI [JP18H04658]
Ask authors/readers for more resources
Acylsilanes have been known to undergo isomerization to siloxycarbenes under photoirradiation and the thus generated carbenes can be utilized for various synthetic reactions. But this carbene formation is not necessarily efficient with some alkanoylsilanes because Norrish-type fragmentations compete, which limit the synthetic utility of alkanoylsilanes as carbene precursors. In this study, generation of siloxycarbenes from alkanoylsilanes by visible-light-induced energy transfer was examined by using an Ir complex, [Ir{dF(CF3)ppy}(2)(dtbpy)]PF6, and was successfully applied to the C-C coupling reactions with boronic esters or aldehydes. This methodology efficiently suppressed undesired Norrish-type reactions and broadened synthetic utility of alkanoylsilanes.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available