2009
DOI: 10.1016/j.tet.2009.10.057
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Transfer hydrogenation of olefins catalysed by nickel nanoparticles

Abstract: a b s t r a c tNickel nanoparticles have been found to effectively catalyse the hydrogen-transfer reduction of a variety of non-functionalised and functionalised olefins using 2-propanol as the hydrogen donor. The heterogeneous process has been shown to be highly chemoselective for certain substrates, with all the corresponding alkanes being obtained in high yields. A synthesis of the natural dihydrostilbene brittonin A is also reported based on the use of nickel nanoparticles.

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Cited by 67 publications
(49 citation statements)
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References 42 publications
(9 reference statements)
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“…Olefins and hydroxyl-like compounds are relatively reactive (compared to their saturated and carboxylic counterparts) and can be thermally oxidized or by allylic substitution lead to the formation of larger macromolecules (33). The latter pathway may be further catalyzed by the presence of highly reactive nanomaterials present in the toner powder (34). A study evaluating the emissions from photocopiers identified nalkanes ( e.g ., tetracosane, tetracontane, octatriacontane, hexatriacontane) in both the toner (10 to 2670 ppm) and in all sampled airborne fractions (2 to 10 ng/m 3 ) (1).…”
Section: Resultsmentioning
confidence: 99%
“…Olefins and hydroxyl-like compounds are relatively reactive (compared to their saturated and carboxylic counterparts) and can be thermally oxidized or by allylic substitution lead to the formation of larger macromolecules (33). The latter pathway may be further catalyzed by the presence of highly reactive nanomaterials present in the toner powder (34). A study evaluating the emissions from photocopiers identified nalkanes ( e.g ., tetracosane, tetracontane, octatriacontane, hexatriacontane) in both the toner (10 to 2670 ppm) and in all sampled airborne fractions (2 to 10 ng/m 3 ) (1).…”
Section: Resultsmentioning
confidence: 99%
“…Apart from that low catalyst loading, no use of additives, wide substrate scope, solvent free approach, easy product isolation and catalyst recycling up to 9 times are the major outcomes of this proposed protocol. reported procedure [25][26][27] Scheme 1 Synthesis of brittonin A …”
Section: Resultsmentioning
confidence: 99%
“…The reaction is very chemoselective: for instance allyl benzyl ether only suffers saturation of the carbon-carbon double bond without C-O bond cleavage (deallylation or debenzylation). 29 NiNPs generated by thermal decomposition of nickel diisopropoxide are also efficient for reduction of alkenes in isopropanol. 30 (47) Carbonyl Compounds.…”
Section: + Etohmentioning
confidence: 99%