80516-96-7Relevant academic research and scientific papers
Mechanism of the Solution-Phase Reaction of Alkyl Sulfides Atomic Hydrogen. Reduction via a 9-S-3 Radical Intermediate
Tanner, Dennis D.,Koppula, Sudha,Kandanarachchi, Pramod
, p. 4210 - 4215 (2007/10/03)
The low selectivity of benzyl alkyl sulfide fragmentation subsequent to its reaction with atomic hydrogen is indicative of a reaction that proceeds via an early transition state. The competitive reduction of a series of substituted-benzyl alkyl sulfides was insensitive to the substituent on the aromatic ring (ρ = -0.13, r = 0.99). The relative rates of fragmentation of a series of the substituted-benzyl alkyl sulfides gave a V-shaped Hammett plot. Both electron-donating and electron-withdrawing groups destabilized the transition state (ρ = +0.99, r = 0.999; ρ = -0.82, r = 0.992). Since the relative rates of disappearance of the alkyl benzyl sulfides are not substituent dependent, but the relative rates of fragmentation are, a 9-S-3 intermediate is preferred as the structure leading to products.
METAL COMPLEXES IN ORGANIC SYNTHESIS. VIII. ALLYLIC ALCOHOLS AS STARTING MATERIALS IN PALLADIUM-CATALYZED WITTIG-TYPE OLEFINIZATIONS.
Moreno-Manas,Truis
, p. 2154 - 2158 (2007/10/02)
Allylic alcohols, aldehydes, and triphenylphosphine participate in a one-pot process catalyzed by palladium, which is formally equivalent to the Wittig olefinization. It can be applied to both aliphatic and aromatic aldehydes. The resulting olefins which appear as mixtures of stereoisomers were fully hydrogenated. Two different mechanisms can account for the observed results.
DOUBLE BOND FORMATION BY ONE POT PALLADIUM INDUCED REACTIONS BETWEEN ALDEHYDES, ALLYLIC ALCOHOLS AND TRIPHENYLPHOSPHINE
Moreno-Manas, M.,Trius, A
, p. 3109 - 3112 (2007/10/02)
The reaction between several aldehydes, two allylic alcohols and triphenylphosphine under palladium catalysis leads to double bond formation, synthetically parallelizing the Wittig reaction.
