314020-06-9Relevant academic research and scientific papers
ORGANIC TELLURIUM COMPOUND, PROCESS FOR PRODUCING THE SAME, LIVING RADICAL POLYMERIZATION INITIATOR, PROCESS FOR PRODUCING POLYMER WITH THE SAME, AND POLYMER
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Page/Page column 10, (2010/02/11)
An organotellurium compound of the formula (1) is useful as a living radical polymerization initiator and makes possible precision control of molecular weights and molecular weight distributions under mild conditions wherein R1 is C1-C8 alkyl, R2 and R3 are each a hydrogen atom or C1-C8 alkyl, and R4 is aryl, substituted aryl, aromatic heterocyclic group, hydroxycarbonyl or cyano.
Convergent synthesis of silylated allylic alcohols by a stereoselective domino, sequential radical-coupling reaction
Yamago, Shigeru,Miyoshi, Masaki,Miyazoe, Hiroshi,Yoshida, Junichi
, p. 1407 - 1409 (2007/10/03)
The domino, sequential coupling reaction provides a convergent and stereoselective synthetic route for allylic alcohols from carbonyl compounds, alkynes, and alkenes (see scheme). The reaction involves sequential radical coupling reactions initiated by th
Synthetic and theoretical studies on group-transfer imidoylation of organotellurium compounds. Remarkable reactivity of isonitriles in comparison with carbon monoxide in radical-mediated reactions
Yamago,Miyazoe,Goto,Hashidume,Sawazaki,Yoshida
, p. 3697 - 3705 (2007/10/03)
Imidoylation of organotellurium compounds with isonitriles has been investigated in conjunction with the radical-mediated Cl homologation reaction by using CO and isonitriles. Carbon-centered radicals generated photochemically or thermally from organotellurium compounds react with isonitriles in a group-transfer manner to give the corresponding imidoylated products. Organotellurium compounds have been found to serve as effective precursors of a wide variety of stabilized radicals, namely benzyl, α-alkoxy, α-amino, and acyl radicals, which take part in the imidoylation with high efficiency. The reactions are compatible with various functional groups, and can be carried out in various solvents including environmentally benign water. The reactivity of isonitriles has been compared with that of CO through competition experiments, and the results indicate that isonitriles are superior to CO as radical acceptors in reactions with stabilized radicals. The origin of the differences has been addressed in theoretical studies with density functional theory calculations using the B3LYP hybrid functional. The calculations suggest that both carbonylation and imidoylation proceed with low activation energies, and that there are virtually no differences in the kinetic sense. Instead, it indicates that thermodynamic effects, namely differences in the stability of the acyl and the imidoyl radicals, control the overall course of the reactions.
