TL;DR: In this paper, 1 H NMR analysis of the reaction intermediates of 1,1-bis(trimethylenedioxyboryl)-2-phenylethene (I) and 2-cyclohexylacetone (II) with two tools of methyllithium followed by oxidation with alkaline sodium perborate (under air) gives good yields of phenylacetones or cyclohexylon.
TL;DR: The results seem to require the postulates that the primary photochemical reaction is a homolysis: [graphic omitted] + X·, and (b) that the fate of the ketonyl radical is intimately linked with the life cycle of the halogen atom as mentioned in this paper.
Abstract: Irradiation of mixtures of chloroacetone and cyclohexene with light (λ > 280 mµ) gave acetone, chlorocyclohexane, bicyclohex-2-enyl (II), cyclohexylacetone, and cyclohex-2-enylacetone. Similar mixtures of saturated and unsaturated ketonic adducts were derived from the illumination of mixtures of chloroacetone and pent-1-ene p-menth-1-ene, the trimethylstyrene (XVIII) and 2,3-dihydropyran. 2-Chlorocyclohexanone and bromoacetone behaved similarly, but iodoacetone in cyclohexene gave mainly trans-2-iodocyclohexylacetone and iodocyclohexene. The effects of dilution and of adding carbon tetrachloride and thiols to some of these systems were investigated.The results seem to require the postulates (a) that the primary photochemical reaction is a homolysis: [graphic omitted] + X·, and (b) that the fate of the ketonyl radical is intimately linked with the fate of the halogen atom.
TL;DR: In this paper, the authors used PVP-stabilized Rh nanoparticles dispersed in water with some phosphine ligand additives for the hydrogenation of phenylacetone to cyclohexyl-acetone, in which the aromatic ring is selectively reduced in preference to the carbonyl group.
Abstract: The hydrogenation of phenylacetone to cyclohexylacetone, in which the aromatic ring is selectively reduced in preference to the carbonyl group, has been achieved with chemoselectivities exceeding 90% The catalyst (precatalyst) used to achieve this transformation comprises PVP-stabilized Rh nanoparticles dispersed in water with some phosphine ligand additives Phosphine ligands with different steric and electronic properties and polarities were investigated for this purpose, and several clear trends were observed, showing the potential of well-defined phosphine ligands as modifiers in nanocatalysis