Intermolecular C−H Bond Activation Promoted by a Titanium Alkylidyne

Intermolecular C−H Bond Activation Promoted by a Titanium Alkylidyne

The transient titanium alkylidyne complex (PNP)Ti⋮C t Bu (PNP = N-[2-P(CHMe2)2-4-methylphenyl]2 -), prepared from α-hydrogen abstraction of the corresponding alkylidene−alkyl species (PNP)TiCH t Bu(CH2 t Bu), can readily undergo intermolecular 1,2-addition of C−H bonds of benzene and SiMe4. Synthes...

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Veröffentlicht in:Journal of the American Chemical Society 2005-11, Vol.127 (46), p.16016-16017
Hauptverfasser: Bailey, Brad C, Fan, Hongjun, Baum, Erich W, Huffman, John C, Baik, Mu-Hyun, Mindiola, Daniel J
Format: Artikel
Sprache:eng
Schlagworte:
Alkynes - chemistry
Benzene - chemistry
Carbon - chemistry
Chemical reactivity
Chemistry
Exact sciences and technology
Hydrogen - chemistry
Molecular Structure
Organic chemistry
Reactivity and mechanisms
Titanium - chemistry
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Zusammenfassung:The transient titanium alkylidyne complex (PNP)Ti⋮C t Bu (PNP = N-[2-P(CHMe2)2-4-methylphenyl]2 -), prepared from α-hydrogen abstraction of the corresponding alkylidene−alkyl species (PNP)TiCH t Bu(CH2 t Bu), can readily undergo intermolecular 1,2-addition of C−H bonds of benzene and SiMe4. Synthesis and reactivity, isotopic labeling, kinetics, and theoretical studies strongly favor an alkylidyne pathway and the α-H abstraction step to be the rate-determining step.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja0556934