Non-catalytic conversion of C-F bonds of gem-difluoromethylene derivatives to C-H bonds with lithium aluminum hydride under room temperature

Jing Jing Wu; Jian Hang Cheng; Jian Zhang; Li Shen; Xu Hong Qian; Song Cao

doi:10.1016/j.tet.2010.11.052

Non-catalytic conversion of C-F bonds of gem-difluoromethylene derivatives to C-H bonds with lithium aluminum hydride under room temperature

Jing Jing Wu
, Jian Hang Cheng
, Jian Zhang
, Li Shen
, Xu Hong Qian
, Song Cao^*

^*Corresponding author for this work

East China University of Science and Technology

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

17 Scopus citations

Abstract

An unexpected hydrodefluorination of unactivated aliphatic C-F bonds of CF₂ derivatives with LiAlH₄ at room temperature without any added metal catalyst was reported. Deuterium-labeling experiments suggested that the hydrogens introduced into the products originated from LiAlH ₄.

Original language	English
Pages (from-to)	285-288
Number of pages	4
Journal	Tetrahedron
Volume	67
Issue number	2
DOIs	https://doi.org/10.1016/j.tet.2010.11.052
State	Published - 14 Jan 2011
Externally published	Yes

Keywords

C-F bond activation
Gem-Difluoromethylene derivatives
Hydrodefluorination
Lithium aluminum hydride
Reduction

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10.1016/j.tet.2010.11.052

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title = "Non-catalytic conversion of C-F bonds of gem-difluoromethylene derivatives to C-H bonds with lithium aluminum hydride under room temperature",

abstract = "An unexpected hydrodefluorination of unactivated aliphatic C-F bonds of CF2 derivatives with LiAlH4 at room temperature without any added metal catalyst was reported. Deuterium-labeling experiments suggested that the hydrogens introduced into the products originated from LiAlH 4.",

keywords = "C-F bond activation, Gem-Difluoromethylene derivatives, Hydrodefluorination, Lithium aluminum hydride, Reduction",

author = "Wu, \{Jing Jing\} and Cheng, \{Jian Hang\} and Jian Zhang and Li Shen and Qian, \{Xu Hong\} and Song Cao",

year = "2011",

month = jan,

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doi = "10.1016/j.tet.2010.11.052",

language = "英语",

volume = "67",

pages = "285--288",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Ltd",

number = "2",

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TY - JOUR

T1 - Non-catalytic conversion of C-F bonds of gem-difluoromethylene derivatives to C-H bonds with lithium aluminum hydride under room temperature

AU - Wu, Jing Jing

AU - Cheng, Jian Hang

AU - Zhang, Jian

AU - Shen, Li

AU - Qian, Xu Hong

AU - Cao, Song

PY - 2011/1/14

Y1 - 2011/1/14

N2 - An unexpected hydrodefluorination of unactivated aliphatic C-F bonds of CF2 derivatives with LiAlH4 at room temperature without any added metal catalyst was reported. Deuterium-labeling experiments suggested that the hydrogens introduced into the products originated from LiAlH 4.

AB - An unexpected hydrodefluorination of unactivated aliphatic C-F bonds of CF2 derivatives with LiAlH4 at room temperature without any added metal catalyst was reported. Deuterium-labeling experiments suggested that the hydrogens introduced into the products originated from LiAlH 4.

KW - C-F bond activation

KW - Gem-Difluoromethylene derivatives

KW - Hydrodefluorination

KW - Lithium aluminum hydride

KW - Reduction

UR - https://www.scopus.com/pages/publications/78650175038

U2 - 10.1016/j.tet.2010.11.052

DO - 10.1016/j.tet.2010.11.052

M3 - 文章

AN - SCOPUS:78650175038

SN - 0040-4020

VL - 67

SP - 285

EP - 288

JO - Tetrahedron

JF - Tetrahedron

IS - 2

ER -

Non-catalytic conversion of C-F bonds of gem-difluoromethylene derivatives to C-H bonds with lithium aluminum hydride under room temperature

Abstract

Keywords

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