132. Researches on acetylenic compounds. Part XVIII. The addition of thiolacetic acid to acetylenic hydrocarbons. The conversion of monosubstituted acetylenes into aldehydes and 1 : 2-dithiols

Bader, Hubert; Cross, L. C.; Heilbron, I. M.; Jones, E. R. H.

doi:10.1039/jr9490000619

Cited by 72 publications

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“…The analogous reaction with acetylenes gave the 1 : 1 and 2: 1 adducts with thioacetic acid and acetylenes. 3 In a similar manner, Marvel et a/. 4 reported polythioesters prepared by the radical polyaddition of biscarbothioic acids to non-conjugated diolefins, and the obtained polymers had higher melting points than the oxygen-containing analogous polymers.…”

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confidence: 91%

Kinetics of the Addition Reactions of Thiobenzoic Acids to Styrenes or Ethynylbenzenes as the Model of Polyaddition. Study on the Rate-Determining Step and Substituent Effect

Kobayashi

Shimizu

Obata

et al. 1993

Polym J

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confidence: 91%

Kinetics of the Addition Reactions of Thiobenzoic Acids to Styrenes or Ethynylbenzenes as the Model of Polyaddition. Study on the Rate-Determining Step and Substituent Effect

Kobayashi

Shimizu

Obata

et al. 1993

Polym J

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“…Similar to the thiol-ene click reaction, the thiol-yne one could also be included into the catalogue of click reactions [14,15]. Moreover, the thiol-yne click reaction has the additional feature that two thiol groups could react with one ethynyl group via well-known two-step processes, and fully additive products with branched structures will be yielded [16].…”

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confidence: 99%

Thiol-yne click polymerization

et al. 2013

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The research on using thiol-ene click reaction to synthesize sulfur-containing polymers with topological structures and advanced functional properties is a hot topic. However, the application of the thiol-yne reaction in the functional polymer preparation is limited and the thiol-yne click polymerization is to be further developed. In this review, we summarized recent research efforts on using thiol-yne click polymerization to synthesize polymers with topological structures. The sulfur-containing polymers were facilely prepared by photo-and thermo-initiated, amine-mediated, and transition-metal-catalyzed thiol-yne click polymerizations. These polymers are promising to be used as drug-delivery vehicles, high refractive index optical materials, photovoltaic materials, and biomaterials etc.thiol-yne click polymerization, radical mechanism, amine, rhodium complex, function Citation:

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“…1 • 2 In many cases the addition reactions of thiols to acetylenes proceed through two steps to give mono-and di-adducts of thiols. 2 However, polymerizations by use of this sort of the addition reaction are scarcely known. Nuyken et al reported the polyaddition of 1,3-benzenedithiol to 1,4-diethynylbenzene (DEB) 3 • 4 or alkyldiyne 4 in 1988.…”

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confidence: 99%

Polyaddition of Dithiol Compounds to Diethynyl Compounds: Kinetics of the Model Addition Reaction of Thiophenol to Ethynylbenzene

Kobayashi

Obata

Aoshima

et al. 1990

Polym J

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ABSTRACT:The addition reaction mechanism of thiophenol to ethynylbenzene was studied as a model of the polyaddition of 1,4-benzenedithiol to 1,4-diethynylbenzene. The addition reaction occurred without appreciable side reactions and an adduct of the anti-Markownikoff's structure ( q.,SCH = CHq.,) was quantitatively obtained. It was found that the addition reaction is very similar to the polyaddition of 1,4-benzenedithiol to 1,4-diethynylbenzene from the point of the elementary reaction. The kinetic study shows that the rate-determining step of the addition reaction is the addition reaction of the thiyl radical to the ethynyl bond. The results are compared with those of the addition reaction of thiophenol to styrene.

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132. Researches on acetylenic compounds. Part XVIII. The addition of thiolacetic acid to acetylenic hydrocarbons. The conversion of monosubstituted acetylenes into aldehydes and 1 : 2-dithiols

Cited by 72 publications

References 0 publications

Kinetics of the Addition Reactions of Thiobenzoic Acids to Styrenes or Ethynylbenzenes as the Model of Polyaddition. Study on the Rate-Determining Step and Substituent Effect

Kinetics of the Addition Reactions of Thiobenzoic Acids to Styrenes or Ethynylbenzenes as the Model of Polyaddition. Study on the Rate-Determining Step and Substituent Effect

Thiol-yne click polymerization

Polyaddition of Dithiol Compounds to Diethynyl Compounds: Kinetics of the Model Addition Reaction of Thiophenol to Ethynylbenzene

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