Substituent and solvent effects on the reactions of organoboronic acids with fluoride

Akio Yuchi, Atsushi Tatebe, Shinpei Kani, Tony D James

Research output: Contribution to journalArticlepeer-review

19 Citations (Scopus)

Abstract

The introduction of an electron-withdrawing substituent or a substituent protonated to be positively charged and potentially involved in hydrogen bonding enhances the reactivities of phenylboronic acids with fluoride. The use of a 60% aqueous MeOH medium suppresses the formation of the negatively charged species, irrespective of whether their structures are trigonal or tetrahedral, but enhances the overall reactivity because of less solvation of fluoride.
Original languageEnglish
Pages (from-to)509-510
Number of pages2
JournalBulletin of the Chemical Society of Japan
Volume74
Issue number3
DOIs
Publication statusPublished - 2001

Fingerprint Dive into the research topics of 'Substituent and solvent effects on the reactions of organoboronic acids with fluoride'. Together they form a unique fingerprint.

Cite this