Visible-Light-Induced -Hydroboration of Diaryl Alkynes Utilizing Excited State of Borate Complexes.

Org Lett

Department of Chemical Science and Engineering, Tokyo Institute of Technology, O-okayama, Meguro-ku, Tokyo 152-8550, Japan.

Published: March 2024

We have developed visible-light-induced -hydroboration of diaryl alkynes via direct photoexcitation of in-situ-generated diboron complexes, affording previously elusive ()-1,2-diaryl-vinylboronates with high stereoselectivity. Experimental, spectroscopic, and theoretical mechanistic studies revealed that the triplet-state borate complex facilitates B-B bond cleavage and the desired C-B bond formation. This methodology does not require any catalyst and is operationally simple. The highly borylated 1,2-diaryl alkenes [1-(2-borylphenyl)vinyl)boronates] are shown to be useful as building blocks.

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.orglett.4c00268DOI Listing

Publication Analysis

Top Keywords

visible-light-induced -hydroboration
8
-hydroboration diaryl
8
diaryl alkynes
8
alkynes utilizing
4
utilizing excited
4
excited state
4
state borate
4
borate complexes
4
complexes developed
4
developed visible-light-induced
4

Similar Publications

We have developed visible-light-induced -hydroboration of diaryl alkynes via direct photoexcitation of in-situ-generated diboron complexes, affording previously elusive ()-1,2-diaryl-vinylboronates with high stereoselectivity. Experimental, spectroscopic, and theoretical mechanistic studies revealed that the triplet-state borate complex facilitates B-B bond cleavage and the desired C-B bond formation. This methodology does not require any catalyst and is operationally simple.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!