80516-96-7Relevant articles and documents
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.
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.