Transformation of Trifluorotoluenes Triggered by Titanium(IV) Chloride-Catalyzed Hydrodefluorination using Hydrosilanes

Takayuki Yamada; Kodai Saito; Takahiko Akiyama

doi:10.1002/adsc.201500920

Transformation of Trifluorotoluenes Triggered by Titanium(IV) Chloride-Catalyzed Hydrodefluorination using Hydrosilanes

Takayuki Yamada, Kodai Saito, Takahiko Akiyama

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

27 Citations (Scopus)

Abstract

The titanium tetrachloride-catalyzed hydrodefluorination reaction of trifluorotoluene derivatives was developed using triethylsilane as the reducing agent. The reaction produced various toluene derivatives with high chemoselectivities by means of readily accessible reagents. This hydrodefluorination process was extended to the intramolecular Friedel-Crafts benzylation reaction, furnishing polycyclic aromatics of various ring sizes in good yields.

Original language	English
Pages (from-to)	62-66
Number of pages	5
Journal	Advanced Synthesis and Catalysis
Volume	358
Issue number	1
DOIs	https://doi.org/10.1002/adsc.201500920
Publication status	Published - 2016 Jan 7

Keywords

carbon-fluorine bond
hydrocarbons
hydrodefluorination
hydrosilanes
transition metal catalysts

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1002/adsc.201500920

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title = "Transformation of Trifluorotoluenes Triggered by Titanium(IV) Chloride-Catalyzed Hydrodefluorination using Hydrosilanes",

abstract = "The titanium tetrachloride-catalyzed hydrodefluorination reaction of trifluorotoluene derivatives was developed using triethylsilane as the reducing agent. The reaction produced various toluene derivatives with high chemoselectivities by means of readily accessible reagents. This hydrodefluorination process was extended to the intramolecular Friedel-Crafts benzylation reaction, furnishing polycyclic aromatics of various ring sizes in good yields.",

keywords = "carbon-fluorine bond, hydrocarbons, hydrodefluorination, hydrosilanes, transition metal catalysts",

author = "Takayuki Yamada and Kodai Saito and Takahiko Akiyama",

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AU - Yamada, Takayuki

AU - Saito, Kodai

AU - Akiyama, Takahiko

PY - 2016/1/7

Y1 - 2016/1/7

N2 - The titanium tetrachloride-catalyzed hydrodefluorination reaction of trifluorotoluene derivatives was developed using triethylsilane as the reducing agent. The reaction produced various toluene derivatives with high chemoselectivities by means of readily accessible reagents. This hydrodefluorination process was extended to the intramolecular Friedel-Crafts benzylation reaction, furnishing polycyclic aromatics of various ring sizes in good yields.

AB - The titanium tetrachloride-catalyzed hydrodefluorination reaction of trifluorotoluene derivatives was developed using triethylsilane as the reducing agent. The reaction produced various toluene derivatives with high chemoselectivities by means of readily accessible reagents. This hydrodefluorination process was extended to the intramolecular Friedel-Crafts benzylation reaction, furnishing polycyclic aromatics of various ring sizes in good yields.

KW - carbon-fluorine bond

KW - hydrocarbons

KW - hydrodefluorination

KW - hydrosilanes

KW - transition metal catalysts

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IS - 1

ER -

Transformation of Trifluorotoluenes Triggered by Titanium(IV) Chloride-Catalyzed Hydrodefluorination using Hydrosilanes

Abstract

Keywords

ASJC Scopus subject areas

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