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Volumn 63, Issue 18, 2007, Pages 3899-3906

Scope, limitations and mechanistic aspects in the selective homogeneous palladium-catalyzed reduction of alkenes under transfer hydrogen conditions

Author keywords

Catalysis; Palladium; Reduction of alkenes; Transfer hydrogen; Tri tert butyl phosphine

Indexed keywords

ALKENE DERIVATIVE; HYDROGEN; PALLADIUM; SOLVENT;

EID: 33947727245     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2007.01.053     Document Type: Article
Times cited : (42)

References (40)
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    • We must also mention the work of Arterburn involving the formation of Pd-colloid species and leading to a homogeneous transfer hydrogenation of various substrates
    • Prasad K., Jiang X., Slade J.S., Clemens J., Repič O., and Blacklock T.J. Adv. Synth. Cat. 347 (2005) 1769-1773 We must also mention the work of Arterburn involving the formation of Pd-colloid species and leading to a homogeneous transfer hydrogenation of various substrates
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    • Nevertheless, in the present study even if no evidences have been noticed excluding or not the formation of such Pd colloids, it seems that our catalytic system was totally homogeneous. Studies are now underway to determine the exact nature of the catalyst and will be reported in due course.
    • Arterburn J.B., Pannala M., Gonzaleza A.M., and Chamberlin R.M. Tetrahedron Lett. 41 (2000) 7847-7849 Nevertheless, in the present study even if no evidences have been noticed excluding or not the formation of such Pd colloids, it seems that our catalytic system was totally homogeneous. Studies are now underway to determine the exact nature of the catalyst and will be reported in due course.
    • (2000) Tetrahedron Lett. , vol.41 , pp. 7847-7849
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    • note
    • Kinetic experiments performed on the selective reduction of 4-allylanisole 1 under transfer hydrogen conditions indicate that such a reaction takes place in less than 4 h and can be performed using 1.2 equiv of formic acid. Nevertheless, this reaction time seems to be highly substrate dependent and we have chosen to perform all of the following experiments during 12 h and in the presence of 5 equiv of formic acid with respect to the substrate.
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    • note
    • Such an observation has been noticed by Spencer and Yu (Ref. 13) demonstrating that DCOOH produced a 70:30 mixture of deuteration at the benzylic versus C-2 position of methyl cinnamate using Pd/C heterogeneous catalyst under transfer hydrogen conditions.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.