- Co-C bond cleavage in the reactions of alkyl, benzyl and heteroaromaticmethyl cobaloximes with arene sulfenyl chloride: Homolytic and heterolytic pathways
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The reactions of arene sulfenyl chlorides, ArSCl, (Ar=Ph, C6Cl5, 2,4 (NO2)2C6H3) with organocobaloximes, RCo(dmgH)2Py, (R=alkyl, benzyl and heteroaromaticmethyl) were carried out under thermal and photochemical conditions. A variety of organic and organometallic products are formed depending upon the substrate cobaloxime. For 3-methoxybenzyl and heteroaromaticmethyl cobaloximes the results suggest that they represent a unique class of cobaloximes whereby both the aromatic ring as well as the Co-C bond are highly activated towards attack by the arene sulfenyl chloride. Both homolytic as well as heterolytic pathways are operative.
- Gupta,Dixit, Vandana,Das, Indira
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- Homolytic Displacement at Saturated Carbon in Organocobalamines. Part 4
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Benzyl and para-substituted benzylcobaloximes react with substituted arenesulphonyl chlorides under photochemical and anaerobic conditions at 0 deg C to give a variety of products including the sulphones, bibenzyls, and benzyl ethers of dimethylglyoxime in variable yields.However, when the reactions are carried out in the presence of a 1 mol excess of pyridine, the yield of sulphones is increased by at least 20percent in each case.The corresponding yield of bibenzyls is decreased and no trace of the benzyl ether of dimethylglyoxime is formed.On the other hand, the reaction of heteroaromatic methyl cobaloximes with arenesulphonyl chlorides form the corresponding sulphones as the exclusive organic product in good yield and with no side products.The reactions are interpreted in terms of a direct attack of the arenesulphonyl radical on the α carbon of the benzyl and heteroaromatic methyl ligand.
- Gupta, B. Dass,Roy, Maheswar,Roy, Sujit,Kumar, Manoj,Das, Indira
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p. 537 - 543
(2007/10/02)
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- HOMOLYTIC DISPLACEMENT AT SATURATED CARBON CENTRE: SYNTHESIS OF BENZYLSULPHONES
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The reactions of benzyl cobaloximes with p-substitued benzene sulphonyl chlorides under photochemical conditions from benzyl sulphones by novel SH2 process.
- Gupta, B. D.,Kumar, Manoj,Das, Indira,Roy, M.
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p. 5773 - 5776
(2007/10/02)
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