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Reactions of but-2-yne-1,4-diylbis(triphenylphosphonium) dihalides with SH- and NH-nucleophiles

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Abstract

But-2-yne-1,4-diylbis(triphenylphosphonium) diiodide reacts with 2-sulfanylethan-1-ol in the presence of triethylamine to form a 1 : 1 adduct. Under similar conditions, ethane-, butane- and 2-methylbutane- 1-thiols form [4-(alkylsulfanyl)buta-1,3-dien-1-yl]triphenylphosphonium iodides, probably via β-cleavage of the original salt involving vinylethynyl intermediate. Features of the reaction of but-2-ynebisphosphonium salt with 3,5-dimethylpyrazole, hydrazine and its derivatives have been studied.

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References

  1. Ovakimyan, M.Zh., Gasparyan, G.Ts., Bichakhchyan, A.S., Pogosyan, A.S., Kinoyan, F.S., Tamazyan, R.A., and Aivazyan, A.G., Russ. J. Gen. Chem., 2014, vol. 84, no. 6, p. 1126. DOI: 10.1134/S1070363214060127.

    Article  CAS  Google Scholar 

  2. Plenat, F., Bennamara, A., Chiche, L., and Christol, H., Phosphorus, Sulfur, 1986, vol. 84, no. 26, p. 39. DOI: 10.1080/030866486080884568.

    Article  Google Scholar 

  3. Ovakimyan, M.Zh., Movsisyan, M.L., Gasparyan, G.Ts., and Indzhikyan, M.G., Russ. J. Gen. Chem., 2011, vol. 81, no. 2, p. 444. DOI: 10.1134/S1070363211020344.

    Article  CAS  Google Scholar 

  4. Ovakimyan, M.Zh., Gasparyan, G.Ts., Pogosyan, A.S., Bichakhchyan, A.S., and Aivazya, A.G., Khim. Zh. Armenii, 2013, vol. 66, no. 1, p. 63.

    CAS  Google Scholar 

  5. Ovakimyan, M.Zh., Gasparyan, G.Ts., and Bichakhchyan, A.S., Khim. Zh. Armenii, 2012, vol. 65, no. 4, p. 574.

    CAS  Google Scholar 

  6. Cristau, H.J., Plenat, F., Duc, G., and Bennamara, A., Tetrahedron, 1985, vol. 41, no. 13, p. 2717. DOI: 10.1016/S0040-4020(01)96372-0.

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Institute of Organic Chemistry, Scientific Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of the Republic of Armenia, ave. Azatutyan 26, Yerevan, 0014, Armenia

    A. S. Bichakhchyan

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  1. A. S. Bichakhchyan
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Correspondence to A. S. Bichakhchyan.

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Original Russian Text © A.S. Bichakhchyan, 2016, published in Zhurnal Obshchei Khimii, 2016, Vol. 86, No. 5, pp. 777–781.

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Bichakhchyan, A.S. Reactions of but-2-yne-1,4-diylbis(triphenylphosphonium) dihalides with SH- and NH-nucleophiles. Russ J Gen Chem 86, 1041–1045 (2016). https://doi.org/10.1134/S1070363216050108

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  • DOI: https://doi.org/10.1134/S1070363216050108

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