Niobium(v)-catalyzed defluorinative triallylation of α,α,α-trifluorotoluene derivatives by triple C-F bond activation

Kodai Saito, Taishi Umi, Takayuki Yamada, Takuya Suga, Takahiko Akiyama

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

The catalytic defluorinative triallylation of α,α,α-trifluorotoluene derivatives via C-F bond activation has been achieved by the use of the NbCl5 catalyst and allyltrimethylsilane as a nucleophile. Several control experiments have suggested the importance of the conjugation between the fluorine atoms and the carbocation center in this reaction.

Original languageEnglish
Pages (from-to)1767-1770
Number of pages4
JournalOrganic and Biomolecular Chemistry
Volume15
Issue number8
DOIs
Publication statusPublished - 2017
Externally publishedYes

Fingerprint

Niobium
Nucleophiles
Fluorine
nucleophiles
conjugation
niobium
fluorine
Chemical activation
activation
Derivatives
catalysts
Atoms
Catalysts
atoms
Experiments
alpha,alpha,alpha-trifluorotoluene
niobium pentachloride
allyltrimethylsilane

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Niobium(v)-catalyzed defluorinative triallylation of α,α,α-trifluorotoluene derivatives by triple C-F bond activation. / Saito, Kodai; Umi, Taishi; Yamada, Takayuki; Suga, Takuya; Akiyama, Takahiko.

In: Organic and Biomolecular Chemistry, Vol. 15, No. 8, 2017, p. 1767-1770.

Research output: Contribution to journalArticle

Saito, Kodai ; Umi, Taishi ; Yamada, Takayuki ; Suga, Takuya ; Akiyama, Takahiko. / Niobium(v)-catalyzed defluorinative triallylation of α,α,α-trifluorotoluene derivatives by triple C-F bond activation. In: Organic and Biomolecular Chemistry. 2017 ; Vol. 15, No. 8. pp. 1767-1770.
@article{77ed7364375147ec9591effde5c2d8e2,
title = "Niobium(v)-catalyzed defluorinative triallylation of α,α,α-trifluorotoluene derivatives by triple C-F bond activation",
abstract = "The catalytic defluorinative triallylation of α,α,α-trifluorotoluene derivatives via C-F bond activation has been achieved by the use of the NbCl5 catalyst and allyltrimethylsilane as a nucleophile. Several control experiments have suggested the importance of the conjugation between the fluorine atoms and the carbocation center in this reaction.",
author = "Kodai Saito and Taishi Umi and Takayuki Yamada and Takuya Suga and Takahiko Akiyama",
year = "2017",
doi = "10.1039/c6ob02825j",
language = "English",
volume = "15",
pages = "1767--1770",
journal = "Organic and Biomolecular Chemistry",
issn = "1477-0520",
publisher = "Royal Society of Chemistry",
number = "8",

}

TY - JOUR

T1 - Niobium(v)-catalyzed defluorinative triallylation of α,α,α-trifluorotoluene derivatives by triple C-F bond activation

AU - Saito, Kodai

AU - Umi, Taishi

AU - Yamada, Takayuki

AU - Suga, Takuya

AU - Akiyama, Takahiko

PY - 2017

Y1 - 2017

N2 - The catalytic defluorinative triallylation of α,α,α-trifluorotoluene derivatives via C-F bond activation has been achieved by the use of the NbCl5 catalyst and allyltrimethylsilane as a nucleophile. Several control experiments have suggested the importance of the conjugation between the fluorine atoms and the carbocation center in this reaction.

AB - The catalytic defluorinative triallylation of α,α,α-trifluorotoluene derivatives via C-F bond activation has been achieved by the use of the NbCl5 catalyst and allyltrimethylsilane as a nucleophile. Several control experiments have suggested the importance of the conjugation between the fluorine atoms and the carbocation center in this reaction.

UR - http://www.scopus.com/inward/record.url?scp=85013894231&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85013894231&partnerID=8YFLogxK

U2 - 10.1039/c6ob02825j

DO - 10.1039/c6ob02825j

M3 - Article

VL - 15

SP - 1767

EP - 1770

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

SN - 1477-0520

IS - 8

ER -