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Volumn 69, Issue 3, 1996, Pages 709-717

Synthesis, Structure, and Some Reactions of (2,4,6-Tri-t-butyl)thiobenzaldehyde, the First Stable Aromatic Thioaldehyde

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EID: 0000284494     PISSN: 00092673     EISSN: None     Source Type: Journal    
DOI: 10.1246/bcsj.69.709     Document Type: Article
Times cited : (34)

References (50)
  • 1
    • 0000840877 scopus 로고
    • ed by D. H. R. Barton and W. D. Ollis, Pergamon, New York
    • a) F. Duus, "Comprehensive Organic Chemistry," ed by D. H. R. Barton and W. D. Ollis, Pergamon, New York (1978), Vol. 3, p. 373;
    • (1978) Comprehensive Organic Chemistry , vol.3 , pp. 373
    • Duus, F.1
  • 2
    • 0001260781 scopus 로고
    • ed by D. Klamann, George Thieme Verlag, Stuttgart
    • b) J. Voss, "Methoden der Organischen Chemie," ed by D. Klamann, George Thieme Verlag, Stuttgart (1985), Band 11, p. 188.
    • (1985) Methoden der Organischen Chemie , vol.11 , pp. 188
    • Voss, J.1
  • 3
    • 85004434363 scopus 로고    scopus 로고
    • For the reviews on thioformyl compounds including thioaldehydes, see: R. Okazaki, Yuki Gosei Kagaku Kyokai Shi, 46, 1149 (1988); V. A. Usov, L. V. Tamokhina, and M. G. Voronkov, Sulfur Rep., 12, 95 (1992); W. M. McGregorand D. C. Sherrington, Chem. Soc. Rev., 1993, 199; R. Okazaki, "Organosulfur Chemistry," ed by P. D. Page, Academic Press, London (1995), p. 226. See also Ref. 1.
    • (1988) Yuki Gosei Kagaku Kyokai Shi , vol.46 , pp. 1149
    • Okazaki, R.1
  • 4
    • 85004434363 scopus 로고    scopus 로고
    • For the reviews on thioformyl compounds including thioaldehydes, see: R. Okazaki, Yuki Gosei Kagaku Kyokai Shi, 46, 1149 (1988); V. A. Usov, L. V. Tamokhina, and M. G. Voronkov, Sulfur Rep., 12, 95 (1992); W. M. McGregorand D. C. Sherrington, Chem. Soc. Rev., 1993, 199; R. Okazaki, "Organosulfur Chemistry," ed by P. D. Page, Academic Press, London (1995), p. 226. See also Ref. 1.
    • (1992) Sulfur Rep. , vol.12 , pp. 95
    • Usov, V.A.1    Tamokhina, L.V.2    Voronkov, M.G.3
  • 5
    • 85004434363 scopus 로고    scopus 로고
    • For the reviews on thioformyl compounds including thioaldehydes, see: R. Okazaki, Yuki Gosei Kagaku Kyokai Shi, 46, 1149 (1988); V. A. Usov, L. V. Tamokhina, and M. G. Voronkov, Sulfur Rep., 12, 95 (1992); W. M. McGregorand D. C. Sherrington, Chem. Soc. Rev., 1993, 199; R. Okazaki, "Organosulfur Chemistry," ed by P. D. Page, Academic Press, London (1995), p. 226. See also Ref. 1.
    • Chem. Soc. Rev. , vol.1993 , pp. 199
    • McGregorand, W.M.1    Sherrington, D.C.2
  • 6
    • 85004434363 scopus 로고    scopus 로고
    • ed by P. D. Page, Academic Press, London See also Ref. 1
    • For the reviews on thioformyl compounds including thioaldehydes, see: R. Okazaki, Yuki Gosei Kagaku Kyokai Shi, 46, 1149 (1988); V. A. Usov, L. V. Tamokhina, and M. G. Voronkov, Sulfur Rep., 12, 95 (1992); W. M. McGregorand D. C. Sherrington, Chem. Soc. Rev., 1993, 199; R. Okazaki, "Organosulfur Chemistry," ed by P. D. Page, Academic Press, London (1995), p. 226. See also Ref. 1.
    • (1995) Organosulfur Chemistry , pp. 226
    • Okazaki, R.1
  • 7
    • 0004860487 scopus 로고
    • Y. Inagaki, R. Okazaki, and N. Inamoto, Bull. Chem. Soc. Jpn., 52, 1998 (1979); 52, 2002 (1979); 52, 3615 (1979); Y. Inagaki, R. Okazaki, N. Inamoto, K. Yamada, and H. Kawazura, Bull. Chem. Soc. Jpn., 52, 2008 (1979); Y. Inagaki, T. Hosogai, R. Okazaki, and N. Inamoto, Bull. Chem. Soc. Jpn., 53, 205 (1980).
    • (1979) Bull. Chem. Soc. Jpn. , vol.52 , pp. 1998
    • Inagaki, Y.1    Okazaki, R.2    Inamoto, N.3
  • 8
    • 0000714001 scopus 로고
    • Y. Inagaki, R. Okazaki, and N. Inamoto, Bull. Chem. Soc. Jpn., 52, 1998 (1979); 52, 2002 (1979); 52, 3615 (1979); Y. Inagaki, R. Okazaki, N. Inamoto, K. Yamada, and H. Kawazura, Bull. Chem. Soc. Jpn., 52, 2008 (1979); Y. Inagaki, T. Hosogai, R. Okazaki, and N. Inamoto, Bull. Chem. Soc. Jpn., 53, 205 (1980).
    • (1979) Bull. Chem. Soc. Jpn. , vol.52 , pp. 2002
  • 9
    • 2742523373 scopus 로고
    • Y. Inagaki, R. Okazaki, and N. Inamoto, Bull. Chem. Soc. Jpn., 52, 1998 (1979); 52, 2002 (1979); 52, 3615 (1979); Y. Inagaki, R. Okazaki, N. Inamoto, K. Yamada, and H. Kawazura, Bull. Chem. Soc. Jpn., 52, 2008 (1979); Y. Inagaki, T. Hosogai, R. Okazaki, and N. Inamoto, Bull. Chem. Soc. Jpn., 53, 205 (1980).
    • (1979) Bull. Chem. Soc. Jpn. , vol.52 , pp. 3615
  • 10
    • 0041968371 scopus 로고
    • Y. Inagaki, R. Okazaki, and N. Inamoto, Bull. Chem. Soc. Jpn., 52, 1998 (1979); 52, 2002 (1979); 52, 3615 (1979); Y. Inagaki, R. Okazaki, N. Inamoto, K. Yamada, and H. Kawazura, Bull. Chem. Soc. Jpn., 52, 2008 (1979); Y. Inagaki, T. Hosogai, R. Okazaki, and N. Inamoto, Bull. Chem. Soc. Jpn., 53, 205 (1980).
    • (1979) Bull. Chem. Soc. Jpn. , vol.52 , pp. 2008
    • Inagaki, Y.1    Okazaki, R.2    Inamoto, N.3    Yamada, K.4    Kawazura, H.5
  • 11
    • 0004854877 scopus 로고
    • Y. Inagaki, R. Okazaki, and N. Inamoto, Bull. Chem. Soc. Jpn., 52, 1998 (1979); 52, 2002 (1979); 52, 3615 (1979); Y. Inagaki, R. Okazaki, N. Inamoto, K. Yamada, and H. Kawazura, Bull. Chem. Soc. Jpn., 52, 2008 (1979); Y. Inagaki, T. Hosogai, R. Okazaki, and N. Inamoto, Bull. Chem. Soc. Jpn., 53, 205 (1980).
    • (1980) Bull. Chem. Soc. Jpn. , vol.53 , pp. 205
    • Inagaki, Y.1    Hosogai, T.2    Okazaki, R.3    Inamoto, N.4
  • 20
    • 85033820009 scopus 로고    scopus 로고
    • unpublished results
    • Calculated with HF/DZ(d,p). S. Nagase, unpublished results.
    • Nagase, S.1
  • 21
    • 37049139278 scopus 로고    scopus 로고
    • P. V. Demarco, D. Doddrell, and E. Wenkert, J. Chem. Soc., Chem. Commun., 1969, 1418; D. Paquer and J. Violle, Bull. Soc. Chim. Fr., 1969, 3595; I. W. J. Still, N. Plavac, D. M. Mckinnon, and M. S. Chauhan, Can. J. Chem., 54, 280 (1976).
    • J. Chem. Soc., Chem. Commun. , vol.1969 , pp. 1418
    • Demarco, P.V.1    Doddrell, D.2    Wenkert, E.3
  • 22
    • 2742582728 scopus 로고    scopus 로고
    • P. V. Demarco, D. Doddrell, and E. Wenkert, J. Chem. Soc., Chem. Commun., 1969, 1418; D. Paquer and J. Violle, Bull. Soc. Chim. Fr., 1969, 3595; I. W. J. Still, N. Plavac, D. M. Mckinnon, and M. S. Chauhan, Can. J. Chem., 54, 280 (1976).
    • Bull. Soc. Chim. Fr. , vol.1969 , pp. 3595
    • Paquer, D.1    Violle, J.2
  • 23
    • 0000162139 scopus 로고
    • P. V. Demarco, D. Doddrell, and E. Wenkert, J. Chem. Soc., Chem. Commun., 1969, 1418; D. Paquer and J. Violle, Bull. Soc. Chim. Fr., 1969, 3595; I. W. J. Still, N. Plavac, D. M. Mckinnon, and M. S. Chauhan, Can. J. Chem., 54, 280 (1976).
    • (1976) Can. J. Chem. , vol.54 , pp. 280
    • Still, I.W.J.1    Plavac, N.2    Mckinnon, D.M.3    Chauhan, M.S.4
  • 25
    • 0000397730 scopus 로고    scopus 로고
    • For preliminary reports, see: a) R. Okazaki, A. Ishii, N. Fukuda, H. Oyama, and N. Inamoto, Tetrahedron Lett., 25, 849 (1984); b) R. Okazaki, N. Fukuda, H. Oyama, and N. Inamoto, Chem. Lett., 1984, 101.
    • Chem. Lett. , vol.1984 , pp. 101
    • Okazaki, R.1    Fukuda, N.2    Oyama, H.3    Inamoto, N.4
  • 26
    • 0001081089 scopus 로고
    • J. C. Scaiano and K. U. Ingold, J. Am. Chem. Soc., 98, 4727 (1976); A. Alberti, F. P. Colonna, and G. F. Pedulli, Tetrahedron, 36, 3043 (1980); B. B. Adeleke, K. S. Chen, and J. K. S. Wan, J. Organomet. Chem., 208, 317 (1981); A. Alberti, F. P. Colonna, M. Guerra, B. F. Bonini, G. Mazzanti, Z. Dinya, and G. F. Pedulli, J. Organomet. Chem., 221, 47 (1981); W. G. McGimpsey, M. C. Depew, and J. K. S. Wan, Phosphorus Sulfur, 21, 135 (1984); A. Alberti, B. F. Bonini, and G. F. Pedulli, Tetrahedron Lett., 28, 3737 (1987); A. Alberti, M. Benaglia, M. C. Depew, W. G. McGimpsey, G. F. Pedulli, and J. K. S. Wan, Tetrahedron, 44, 3693 (1988).
    • (1976) J. Am. Chem. Soc. , vol.98 , pp. 4727
    • Scaiano, J.C.1    Ingold, K.U.2
  • 27
    • 0002663708 scopus 로고
    • J. C. Scaiano and K. U. Ingold, J. Am. Chem. Soc., 98, 4727 (1976); A. Alberti, F. P. Colonna, and G. F. Pedulli, Tetrahedron, 36, 3043 (1980); B. B. Adeleke, K. S. Chen, and J. K. S. Wan, J. Organomet. Chem., 208, 317 (1981); A. Alberti, F. P. Colonna, M. Guerra, B. F. Bonini, G. Mazzanti, Z. Dinya, and G. F. Pedulli, J. Organomet. Chem., 221, 47 (1981); W. G. McGimpsey, M. C. Depew, and J. K. S. Wan, Phosphorus Sulfur, 21, 135 (1984); A. Alberti, B. F. Bonini, and G. F. Pedulli, Tetrahedron Lett., 28, 3737 (1987); A. Alberti, M. Benaglia, M. C. Depew, W. G. McGimpsey, G. F. Pedulli, and J. K. S. Wan, Tetrahedron, 44, 3693 (1988).
    • (1980) Tetrahedron , vol.36 , pp. 3043
    • Alberti, A.1    Colonna, F.P.2    Pedulli, G.F.3
  • 28
    • 0002575359 scopus 로고
    • J. C. Scaiano and K. U. Ingold, J. Am. Chem. Soc., 98, 4727 (1976); A. Alberti, F. P. Colonna, and G. F. Pedulli, Tetrahedron, 36, 3043 (1980); B. B. Adeleke, K. S. Chen, and J. K. S. Wan, J. Organomet. Chem., 208, 317 (1981); A. Alberti, F. P. Colonna, M. Guerra, B. F. Bonini, G. Mazzanti, Z. Dinya, and G. F. Pedulli, J. Organomet. Chem., 221, 47 (1981); W. G. McGimpsey, M. C. Depew, and J. K. S. Wan, Phosphorus Sulfur, 21, 135 (1984); A. Alberti, B. F. Bonini, and G. F. Pedulli, Tetrahedron Lett., 28, 3737 (1987); A. Alberti, M. Benaglia, M. C. Depew, W. G. McGimpsey, G. F. Pedulli, and J. K. S. Wan, Tetrahedron, 44, 3693 (1988).
    • (1981) J. Organomet. Chem. , vol.208 , pp. 317
    • Adeleke, B.B.1    Chen, K.S.2    Wan, J.K.S.3
  • 29
    • 0002905224 scopus 로고
    • J. C. Scaiano and K. U. Ingold, J. Am. Chem. Soc., 98, 4727 (1976); A. Alberti, F. P. Colonna, and G. F. Pedulli, Tetrahedron, 36, 3043 (1980); B. B. Adeleke, K. S. Chen, and J. K. S. Wan, J. Organomet. Chem., 208, 317 (1981); A. Alberti, F. P. Colonna, M. Guerra, B. F. Bonini, G. Mazzanti, Z. Dinya, and G. F. Pedulli, J. Organomet. Chem., 221, 47 (1981); W. G. McGimpsey, M. C. Depew, and J. K. S. Wan, Phosphorus Sulfur, 21, 135 (1984); A. Alberti, B. F. Bonini, and G. F. Pedulli, Tetrahedron Lett., 28, 3737 (1987); A. Alberti, M. Benaglia, M. C. Depew, W. G. McGimpsey, G. F. Pedulli, and J. K. S. Wan, Tetrahedron, 44, 3693 (1988).
    • (1981) J. Organomet. Chem. , vol.221 , pp. 47
    • Alberti, A.1    Colonna, F.P.2    Guerra, M.3    Bonini, B.F.4    Mazzanti, G.5    Dinya, Z.6    Pedulli, G.F.7
  • 30
    • 0001081089 scopus 로고
    • J. C. Scaiano and K. U. Ingold, J. Am. Chem. Soc., 98, 4727 (1976); A. Alberti, F. P. Colonna, and G. F. Pedulli, Tetrahedron, 36, 3043 (1980); B. B. Adeleke, K. S. Chen, and J. K. S. Wan, J. Organomet. Chem., 208, 317 (1981); A. Alberti, F. P. Colonna, M. Guerra, B. F. Bonini, G. Mazzanti, Z. Dinya, and G. F. Pedulli, J. Organomet. Chem., 221, 47 (1981); W. G. McGimpsey, M. C. Depew, and J. K. S. Wan, Phosphorus Sulfur, 21, 135 (1984); A. Alberti, B. F. Bonini, and G. F. Pedulli, Tetrahedron Lett., 28, 3737 (1987); A. Alberti, M. Benaglia, M. C. Depew, W. G. McGimpsey, G. F. Pedulli, and J. K. S. Wan, Tetrahedron, 44, 3693 (1988).
    • (1984) Phosphorus Sulfur , vol.21 , pp. 135
    • McGimpsey, W.G.1    Depew, M.C.2    Wan, J.K.S.3
  • 31
    • 0001247043 scopus 로고
    • J. C. Scaiano and K. U. Ingold, J. Am. Chem. Soc., 98, 4727 (1976); A. Alberti, F. P. Colonna, and G. F. Pedulli, Tetrahedron, 36, 3043 (1980); B. B. Adeleke, K. S. Chen, and J. K. S. Wan, J. Organomet. Chem., 208, 317 (1981); A. Alberti, F. P. Colonna, M. Guerra, B. F. Bonini, G. Mazzanti, Z. Dinya, and G. F. Pedulli, J. Organomet. Chem., 221, 47 (1981); W. G. McGimpsey, M. C. Depew, and J. K. S. Wan, Phosphorus Sulfur, 21, 135 (1984); A. Alberti, B. F. Bonini, and G. F. Pedulli, Tetrahedron Lett., 28, 3737 (1987); A. Alberti, M. Benaglia, M. C. Depew, W. G. McGimpsey, G. F. Pedulli, and J. K. S. Wan, Tetrahedron, 44, 3693 (1988).
    • (1987) Tetrahedron Lett. , vol.28 , pp. 3737
    • Alberti, A.1    Bonini, B.F.2    Pedulli, G.F.3
  • 32
    • 0000162996 scopus 로고
    • J. C. Scaiano and K. U. Ingold, J. Am. Chem. Soc., 98, 4727 (1976); A. Alberti, F. P. Colonna, and G. F. Pedulli, Tetrahedron, 36, 3043 (1980); B. B. Adeleke, K. S. Chen, and J. K. S. Wan, J. Organomet. Chem., 208, 317 (1981); A. Alberti, F. P. Colonna, M. Guerra, B. F. Bonini, G. Mazzanti, Z. Dinya, and G. F. Pedulli, J. Organomet. Chem., 221, 47 (1981); W. G. McGimpsey, M. C. Depew, and J. K. S. Wan, Phosphorus Sulfur, 21, 135 (1984); A. Alberti, B. F. Bonini, and G. F. Pedulli, Tetrahedron Lett., 28, 3737 (1987); A. Alberti, M. Benaglia, M. C. Depew, W. G. McGimpsey, G. F. Pedulli, and J. K. S. Wan, Tetrahedron, 44, 3693 (1988).
    • (1988) Tetrahedron , vol.44 , pp. 3693
    • Alberti, A.1    Benaglia, M.2    Depew, M.C.3    McGimpsey, W.G.4    Pedulli, G.F.5    Wan, J.K.S.6
  • 34
    • 0001156929 scopus 로고
    • For reviews, see: E. E. van Tamelen, Acc. Chem. Res., 5, 186 (1972); L. T. Scott and M. Jones, Jr., Chem. Rev., 72, 181 (1972). For a related reaction, see: S. Watanabe, T. Kawashima, N. Tokitoh, and R. Okazaki, Bull. Chem. Soc. Jpn., 68, 1437 (1995).
    • (1972) Acc. Chem. Res. , vol.5 , pp. 186
    • Van Tamelen, E.E.1
  • 35
    • 0001650418 scopus 로고
    • For reviews, see: E. E. van Tamelen, Acc. Chem. Res., 5, 186 (1972); L. T. Scott and M. Jones, Jr., Chem. Rev., 72, 181 (1972). For a related reaction, see: S. Watanabe, T. Kawashima, N. Tokitoh, and R. Okazaki, Bull. Chem. Soc. Jpn., 68, 1437 (1995).
    • (1972) Chem. Rev. , vol.72 , pp. 181
    • Scott, L.T.1    Jones Jr., M.2
  • 36
    • 0001156929 scopus 로고
    • For reviews, see: E. E. van Tamelen, Acc. Chem. Res., 5, 186 (1972); L. T. Scott and M. Jones, Jr., Chem. Rev., 72, 181 (1972). For a related reaction, see: S. Watanabe, T. Kawashima, N. Tokitoh, and R. Okazaki, Bull. Chem. Soc. Jpn., 68, 1437 (1995).
    • (1995) Bull. Chem. Soc. Jpn. , vol.68 , pp. 1437
    • Watanabe, S.1    Kawashima, T.2    Tokitoh, N.3    Okazaki, R.4
  • 38
    • 85033807105 scopus 로고    scopus 로고
    • note
    • 1,17)
  • 47
    • 0003872738 scopus 로고
    • Birmingham Kynoch Press, present distributor D. Reidel, Dordrecht
    • "International Tables for X- Ray Crystallography," Birmingham Kynoch Press, present distributor D. Reidel, Dordrecht (1974), Vol. IV.
    • (1974) International Tables for X- Ray Crystallography , vol.4
  • 50
    • 85033827674 scopus 로고    scopus 로고
    • note
    • Lists of structure factors, anisotropic temperature factors for non-hydrogen atoms, atomic parameters for H-atoms, and bond lengths and angles for phenyl groups and H-atoms have been deposited as Document No. 69007 at the Office of the Editor of Bull. Chem. Soc. Jpn.


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