83415-91-2Relevant academic research and scientific papers
Aryl(chloro)methyl 4-tolyl sulfoxides: Synthesis and application to the synthesis of α-aryl ketones
Fukuda, Shigehiko,Tsuji, Kazuhito,Musashi, Jun,Nonaka, Ryo,Kimura, Tsutomu,Satoh, Tsuyoshi
, p. 3615 - 3626 (2011/12/16)
Aryl(chloro)methyl 4-tolyl sulfoxides were synthesized from arylmethyl 4-tolyl sulfoxides in moderate-to-good yields by sequential treatment with lithium diisopropylamide and tosyl chloride at low temperatures. Treatment of the lithium α-sulfinyl carbanion of the aryl(chloro)methyl 4-tolyl sulfoxides with aldehydes or ketones resulted in the formation of adducts in good-to-high yields. Treatment of these adducts with tert-butylmagnesium chloride gave the corresponding magnesium alkoxides. On treatment with isopropylmagnesium chloride, the alkoxides gave the corresponding magnesium β-oxido carbenoids, which rearranged to give α-aryl ketones in good-to-high yields. The magnesium enolate intermediates generated by rearrangement of the -oxido carbenoids could also be trapped with electrophiles to give α-aryl α-substituted ketones. These procedures offer a good method for the synthesis of a variety of α-aryl ketones from aldehydes and ketones. Georg Thieme Verlag Stuttgart. New York.
Synthesis of symmetrical ketones from aldehydes catalysed by dioobaltoctacarbonyl
Fontaine,Noels,Demoneeau,Hubert
, p. 3117 - 3120 (2007/10/02)
Under a pressure of synthesis gas, dicobaltoctacarbonyl in pyridine selectively catalyses the coupling reaction of aldehydes to ketones.
Self-Reactions of 1,3-Diphenylpropyl and 1,3,5-Triphenylpentyl Radicals:Models for Termination in Styrene Polymerization
Schreck, Vicki Anne,Serelis, Algirdas K.,Solomon, David H.
, p. 375 - 393 (2007/10/02)
Quantitative determination of the products from thermal decomposition of 1,1',3,3'-tetraphenylazopropane (2) and 1,1',3,3',5,5'-hexaphenylazopentane (5) shows that the respective derived title radicals (1) and (4) undergo self-reactions with a similar preference for combination over disproportionation.The proportion of combination increases from 87 to 93percent (Ec-Ed=9.6+/-1.2kJ mol-1 and ΔSc-ΔSd=43+/-7 JK-1mol-1) for (1), and from 86 to 93percent (Ec-Ed=10.6+/-1.4kJ mol-1 and ΔSc-ΔSd=45+/-6 JK-1mol-1) for (4) over the temperature range 80-161 deg.The relevance of these results to the termination mechanism in the radical polymerization of styrene is discussed.Some minor by-products (28)-(30) which arise by addition of 1,3-diphenylpropyl (1) to 1,3-diphenylpropene (14)/(15) have also been detected.The syntheses of the azo compounds (2) and (5), the former as separate, pure meso- and rac-diastereomers (2m) and (2r), and their various expected decomposition products are described.
