Catalytic dehalogenation of sp 2 C-F and C-Cl bonds in fluoro-and chloroalkenes

Alicia A. Peterson; Kristopher McNeill

doi:10.1021/om0607292

Catalytic dehalogenation of sp ² C-F and C-Cl bonds in fluoro-and chloroalkenes

Alicia A. Peterson, Kristopher McNeill

Chemistry (Twin Cities)

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

64 Scopus citations

Abstract

Catalytic dehalogenation of fluorinated and chlorinated ethylenes by (PPh ₃) ₃RhCl in the presence of Et ₃SiH at 35 °C is described, and product identity and kinetic parameters were determined. This system has an intramolecular preference for Cl over F removal, an intermolecular preference for F- over Cl-containing alkenes, and a strong preference for sp ² over sp ³ carbon-halogen bonds. Both the substitution pattern and the substituent identity are important in determining the rate of the dehalogenation.

Original language	English (US)
Pages (from-to)	4938-4940
Number of pages	3
Journal	Organometallics
Volume	25
Issue number	21
DOIs	https://doi.org/10.1021/om0607292
State	Published - Oct 9 2006

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title = "Catalytic dehalogenation of sp 2 C-F and C-Cl bonds in fluoro-and chloroalkenes",

abstract = "Catalytic dehalogenation of fluorinated and chlorinated ethylenes by (PPh 3) 3RhCl in the presence of Et 3SiH at 35 °C is described, and product identity and kinetic parameters were determined. This system has an intramolecular preference for Cl over F removal, an intermolecular preference for F- over Cl-containing alkenes, and a strong preference for sp 2 over sp 3 carbon-halogen bonds. Both the substitution pattern and the substituent identity are important in determining the rate of the dehalogenation.",

author = "Peterson, {Alicia A.} and Kristopher McNeill",

year = "2006",

month = oct,

day = "9",

doi = "10.1021/om0607292",

language = "English (US)",

volume = "25",

pages = "4938--4940",

journal = "Organometallics",

issn = "0276-7333",

publisher = "American Chemical Society",

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T1 - Catalytic dehalogenation of sp 2 C-F and C-Cl bonds in fluoro-and chloroalkenes

AU - Peterson, Alicia A.

AU - McNeill, Kristopher

PY - 2006/10/9

Y1 - 2006/10/9

N2 - Catalytic dehalogenation of fluorinated and chlorinated ethylenes by (PPh 3) 3RhCl in the presence of Et 3SiH at 35 °C is described, and product identity and kinetic parameters were determined. This system has an intramolecular preference for Cl over F removal, an intermolecular preference for F- over Cl-containing alkenes, and a strong preference for sp 2 over sp 3 carbon-halogen bonds. Both the substitution pattern and the substituent identity are important in determining the rate of the dehalogenation.

AB - Catalytic dehalogenation of fluorinated and chlorinated ethylenes by (PPh 3) 3RhCl in the presence of Et 3SiH at 35 °C is described, and product identity and kinetic parameters were determined. This system has an intramolecular preference for Cl over F removal, an intermolecular preference for F- over Cl-containing alkenes, and a strong preference for sp 2 over sp 3 carbon-halogen bonds. Both the substitution pattern and the substituent identity are important in determining the rate of the dehalogenation.

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U2 - 10.1021/om0607292

DO - 10.1021/om0607292

M3 - Article

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JO - Organometallics

JF - Organometallics

IS - 21

ER -

Catalytic dehalogenation of sp ² C-F and C-Cl bonds in fluoro-and chloroalkenes

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