Abstract
Phosphonium ylides stabilized by nitrile and 4,5-di(arylsulfonyl)-1,3-thiazol-2-yl fragments show biphilic reactivity. They react with aromatic aldehydes upon heating revealing a noticeable activity of ylide center and are condensed with typical nucleophiles at C4 center of the thiazole ring with the elimination of arylsulfonyl group under mild conditions. New 1,3-thiazole derivatives were obtained whose structures were proved by chemical, spectal and X-ray structural investigations.
Similar content being viewed by others
References
Turov, K.V., Babii, S.B., Zyabrev, V.S., and Drach, B.S., Zh. Obshch. Khim., 2006, vol. 76, no. 10, p. 1757.
Turov, K.V. and Drach, B.S., Zh. Obshch. Khim., 2008, vol. 78, no. 14, p. 648.
Smolii, O.B., Panchishin, S.Ya., Romanenko, E.A., and Drach, B.S., Zh. Obshch. Khim., 1995, vol. 75, no. 4, p. 583.
Smolii, O.B., Panchishin, S.Ya., Pirozhenko, V.V., and Drach, B.S., Zh. Obshch. Khim., 2001, vol. 71, no. 11, p. 1830.
Burke-Laing, M. and Laing, M., Acta Crystallogr. B, 1976, vol. 32, no. 7, p. 3216.
Richter, R., Hartung, H., and Deresch, S., Z. Anorg. Allgem. Chem., 1980, vol. 469, no. 10, p. 179.
Dreissig, W., Hecht, H.J., and PLieth, K., Z. Kristallogr., 1973, vol. 137, no. 2/3, p. 132.
Sheldric, G.M., SHELXS97. Program for the Solution of Crystal Structure, University of Gottingen, Germany, 1997.
Sheldric, G.M., SHELXL97. Program for the Refinement of Crystal Structures, University of Gottingen, Germany, 1997.
Author information
Authors and Affiliations
Corresponding author
Additional information
Original Russian Text © K.V. Turov, E.B. Rusanov, B.S. Drach, 2009, published in Zhurnal Obshchei Khimii, 2009, Vol. 79, No. 7, pp. 1110–1115.
Rights and permissions
About this article
Cite this article
Turov, K.V., Rusanov, E.B. & Drach, B.S. Biphilic properties of substituted triphenylphosphoranylideneacetonitriles bearing 4,5-Di(arylsulfonyl)-1,3-thiazol-2-yl fragments at the ylide center. Russ J Gen Chem 79, 1467–1472 (2009). https://doi.org/10.1134/S107036320907010X
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S107036320907010X