Chapter 5 Chemistry of thioaldehydes

作者: Renji Okazaki

DOI: 10.1016/S1099-8268(07)80016-3

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摘要: Publisher Summary This chapter discusses thioaldehydes and classifies them as transient stable. Transient or simple are so reactive have such short life-times that their reactions usually carried out with the generated in situ presence of trapping reagents. Most these cycloadditions (the Diels-Alder reaction 1,3-dipolar cycloaddition). In addition to chemical trapping, some can be detected by spectroscopic methods. Compounds having a thioformyl group highly unstable reactive. The thioamide, thioesters, vinylogous analogs known exist isolable, stable species result mesomeric effect decreases double bond nature C–S hence instability molecule. use bulky substituents enables isolation thioaldehydes. synthesis, structure, reactivity described this chapter.

参考文章(94)
Angelo Alberti, Massimo Benaglia, M.Catherine Depew, W.Grant McGimpsey, Gian Franco Pedulli, Jeffrey K.S. Wan, Spin adducts between thioketones and phosphorus centred radicals Tetrahedron. ,vol. 44, pp. 3693- 3700 ,(1988) , 10.1016/S0040-4020(01)85999-8
Kentaro Okuma, Yusuke Yamasaki, Takashi Komiya, Yasushi Kodera, Hiroshi Ohta, Reactions of Stable Wittig Reagents with Episulfides Chemistry Letters. ,vol. 16, pp. 357- 360 ,(1987) , 10.1246/CL.1987.357
Edwin. Vedejs, David A. Perry, Richard G. Wilde, Characterization of monomeric thiopivalaldehyde Journal of the American Chemical Society. ,vol. 108, pp. 2985- 2989 ,(1986) , 10.1021/JA00271A030
Kentaro Okuma, Yasuo Komiya, Hiroshi Ohta, Reactions of Phosphonium Ylides with S8or Se in the Presence of Amines. Formation of Thioaldehydes or Selenoaldehydes Chemistry Letters. ,vol. 17, pp. 1145- 1148 ,(1988) , 10.1246/CL.1988.1145
Hans Bock, Shamsher Mohmand, Takakuni Hirabayashi, Andrzej Semkow, Gasphasen-Reaktionen, 30. Thioacrolein: Das stabilste C3H4S-Isomere und sein PE-spektroskopischer Nachweis in der Gasphase Chemische Berichte. ,vol. 115, pp. 1339- 1348 ,(1982) , 10.1002/CBER.19821150410
Jack E. Baldwin, R. C. Gerald Lopez, The generation and trapping of thiobenzaldehyde and thioacetaldehyde Journal of The Chemical Society, Chemical Communications. pp. 1029- 1030 ,(1982) , 10.1039/C39820001029
Hans Bock, Takakuni Hirabayashi, Shamsher Mohmand, Gasphasen‐Reaktionen, 24. Die thermische Erzeugung von Thiocarbonyl‐Verbindungen Chemische Berichte. ,vol. 115, pp. 492- 503 ,(1982) , 10.1002/CBER.19821150212
Gordon W. Kirby, Alistair W. Lochead, Generation of thioaldehydes by base-catalysed cleavage of N-(alkoxycarbonylmethylthio)phthalimides Journal of the Chemical Society, Chemical Communications. pp. 1325- 1327 ,(1983) , 10.1039/C39830001325
J.W.C Johns, W.B Olson, The infrared spectrum of thioformaldehyde Journal of Molecular Spectroscopy. ,vol. 39, pp. 479- 505 ,(1971) , 10.1016/0022-2852(71)90219-0