18152-31-3Relevant articles and documents
Rhodium-catalyzed codimerization of n-butenes with allylic halides
Behr, Arno,Bayrak, Zeynep,Peitz, Stephan,Maschmeyer, Dietrich,Stochniol, Guido
, p. 68 - 71 (2014/04/03)
This paper describes the codimerization of n-butenes with allylic halides such as cinnamyl chloride and crotyl chloride. The highly active catalyst RhCl3·3H2O was investigated, resulting 70% yield of codimers with cinnamyl chloride and 1-butene. Furthermore, the reaction is dependent on the molar ratio of allylic chloride to RhCl3· 3H2O ratio, where a ratio of 75:1 is optimal at a catalyst concentration of 2 mol%. Additionally allylic compounds such as cinnamyl chloride lead to higher yields of the codimer than other short chained allylic chlorides. So the codimerization of an allylic compound with 1-butene represents a simple method to produce short chained dienes at very mild reaction conditions.
On the Regioselectivity of Coupling of Substituted Allyl Radicals. Steric Versus FMO Control
Pasto, Daniel J.,L'Hermine, Gael
, p. 3259 - 3272 (2007/10/02)
The photo-induced decomposition of substituted-homoallylic 4-nitrobenzenesulfenates produces substituted allyl radicals which undergo dimerization and coupling with the 4-nitrobenzenethiyl radical.The regioselectivity of the dimerization of the allyl redi
SPECIFIC ALLYLIC-ALLYLIC COUPLING PROCEDURES EFFECTED BY LIGAND-INDUCED ELIMINATION FROM DI(ALLYLIC)PALLADIUM SPECIES
Goliaszewski, Alan,Schwartz, Jeffrey
, p. 5779 - 5790 (2007/10/02)
Bis(allylic)palladium complexes can be induced to undergo reductive elimination by replacement of phosphine ligands in the system with ?-acidic ligands.The product 1,5-dienes, formed in high yield, are predominantly the 'head-to-head' coupled isomers.The bis(allylic)palladium intermediates may be formed by addition of an allylic Grignard or trialkyl(allylic)tin reagent to an(η3-allyl)palladium chloride complex, or by 1,3-diene condensation.The latter process leads to cyclodimerization, 'unusual' for palladium catalysed reactions.