Titanium-Catalyzed Hydrodehalogenation of Alkyl Halides

Hydrodehalogenation is a straightforward approach to detoxifying harmful organohalides, in which the halogen atom is formally substituted with a hydrogen atom. Herein, a catalytic system using Cp2TiCl2 as the catalyst and ammonia–borane as the reductant is described. A series of benzyl halides and i...

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Bibliographic Details
Published inOrganometallics Vol. 42; no. 12; pp. 1248 - 1253
Main Authors Han, Bo, Ren, Chunping, Wu, Lipeng
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 26.06.2023
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Inorganic & Nuclear
Chemistry, Organic
Physical Sciences
Science & Technology
HYDROGENATION
HYDRODECHLORINATION
REDUCTION
MECHANISM
TRIS(TRIMETHYLSILYL)SILANE
DEHALOGENATION
ARYL HALIDES
ESTERS
ORGANIC HALIDES
BOROHYDRIDE
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Summary:Hydrodehalogenation is a straightforward approach to detoxifying harmful organohalides, in which the halogen atom is formally substituted with a hydrogen atom. Herein, a catalytic system using Cp2TiCl2 as the catalyst and ammonia–borane as the reductant is described. A series of benzyl halides and inactivated alkyl halides (including alkyl chlorides) readily reacted to give the corresponding hydrodehalogenated products in yields of up to 97% (43 examples).
ISSN:0276-7333
1520-6041
DOI:10.1021/acs.organomet.2c00632