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Volumn 3, Issue 1, 1997, Pages 105-109

Epoxidation and oxygen insertion into alkane CH bonds by dioxirane do not involve detectable radical pathways

Author keywords

dioxiranes; epoxidations; insertions; oxenoids; radicals

Indexed keywords


EID: 0030968069     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/chem.19970030117     Document Type: Article
Times cited : (89)

References (49)
  • 1
    • 0001742543 scopus 로고
    • For reviews, see: a) W. Adam, R. Curci, J. O. Edwards, Acc. Chem. Res. 1989, 22, 205. b) R. W. Murray, Chem. Rev. 1989, 89, 1187. c) R. Curci, in Advances in Oxygenated Processes (Ed.: A. L. Baumstark), JAI: Greenwich, CT, 1990, Vol. 2, Chapt. I,1. d) W. Adam, L. P. Hadjiarapoglou, R. Curci, R. Mello, in Organic Peroxides (Ed.: W. Ando), Wiley: New York, 1992, Chapt. 4, p. 195. e) W. Adam, L. Hadjiarapoglou, Top. Curr. Chem. 1993, 164, 45. f) R. Curci, A. Dinoi, M. F. Rubino, Pure Appl. Chem. 1995, 67, 811. For references on TFD: g) R. Mello, M. Fiorentino, O. Sciacovelli, R. Curci, J. Org. Chem. 1988, 53, 3890. h) R. Mello, M. Fiorentino, C. Fusco, R. Curci, J. Am. Chem. Soc. 1989, 111, 6749. i) R. Mello, L. Cassidei, M. Fiorentino, C. Fusco, W. Hummer, V. Jäger, R. Curci, ibid. 1991, 113, 2205; j) W. Adam, A. K. Smerz, Bull. Soc. Chim. Belg. 1996, 105, 581.
    • (1989) Acc. Chem. Res. , vol.22 , pp. 205
    • Adam, W.1    Curci, R.2    Edwards, J.O.3
  • 2
    • 6044269298 scopus 로고
    • For reviews, see: a) W. Adam, R. Curci, J. O. Edwards, Acc. Chem. Res. 1989, 22, 205. b) R. W. Murray, Chem. Rev. 1989, 89, 1187. c) R. Curci, in Advances in Oxygenated Processes (Ed.: A. L. Baumstark), JAI: Greenwich, CT, 1990, Vol. 2, Chapt. I,1. d) W. Adam, L. P. Hadjiarapoglou, R. Curci, R. Mello, in Organic Peroxides (Ed.: W. Ando), Wiley: New York, 1992, Chapt. 4, p. 195. e) W. Adam, L. Hadjiarapoglou, Top. Curr. Chem. 1993, 164, 45. f) R. Curci, A. Dinoi, M. F. Rubino, Pure Appl. Chem. 1995, 67, 811. For references on TFD: g) R. Mello, M. Fiorentino, O. Sciacovelli, R. Curci, J. Org. Chem. 1988, 53, 3890. h) R. Mello, M. Fiorentino, C. Fusco, R. Curci, J. Am. Chem. Soc. 1989, 111, 6749. i) R. Mello, L. Cassidei, M. Fiorentino, C. Fusco, W. Hummer, V. Jäger, R. Curci, ibid. 1991, 113, 2205; j) W. Adam, A. K. Smerz, Bull. Soc. Chim. Belg. 1996, 105, 581.
    • (1989) Chem. Rev. , vol.89 , pp. 1187
    • Murray, R.W.1
  • 3
    • 0002552024 scopus 로고
    • (Ed.: A. L. Baumstark), JAI: Greenwich, CT, Chapt. I
    • For reviews, see: a) W. Adam, R. Curci, J. O. Edwards, Acc. Chem. Res. 1989, 22, 205. b) R. W. Murray, Chem. Rev. 1989, 89, 1187. c) R. Curci, in Advances in Oxygenated Processes (Ed.: A. L. Baumstark), JAI: Greenwich, CT, 1990, Vol. 2, Chapt. I,1. d) W. Adam, L. P. Hadjiarapoglou, R. Curci, R. Mello, in Organic Peroxides (Ed.: W. Ando), Wiley: New York, 1992, Chapt. 4, p. 195. e) W. Adam, L. Hadjiarapoglou, Top. Curr. Chem. 1993, 164, 45. f) R. Curci, A. Dinoi, M. F. Rubino, Pure Appl. Chem. 1995, 67, 811. For references on TFD: g) R. Mello, M. Fiorentino, O. Sciacovelli, R. Curci, J. Org. Chem. 1988, 53, 3890. h) R. Mello, M. Fiorentino, C. Fusco, R. Curci, J. Am. Chem. Soc. 1989, 111, 6749. i) R. Mello, L. Cassidei, M. Fiorentino, C. Fusco, W. Hummer, V. Jäger, R. Curci, ibid. 1991, 113, 2205; j) W. Adam, A. K. Smerz, Bull. Soc. Chim. Belg. 1996, 105, 581.
    • (1990) Advances in Oxygenated Processes , vol.2 , pp. 1
    • Curci, R.1
  • 4
    • 0001218439 scopus 로고
    • (Ed.: W. Ando), Wiley: New York, Chapt. 4
    • For reviews, see: a) W. Adam, R. Curci, J. O. Edwards, Acc. Chem. Res. 1989, 22, 205. b) R. W. Murray, Chem. Rev. 1989, 89, 1187. c) R. Curci, in Advances in Oxygenated Processes (Ed.: A. L. Baumstark), JAI: Greenwich, CT, 1990, Vol. 2, Chapt. I,1. d) W. Adam, L. P. Hadjiarapoglou, R. Curci, R. Mello, in Organic Peroxides (Ed.: W. Ando), Wiley: New York, 1992, Chapt. 4, p. 195. e) W. Adam, L. Hadjiarapoglou, Top. Curr. Chem. 1993, 164, 45. f) R. Curci, A. Dinoi, M. F. Rubino, Pure Appl. Chem. 1995, 67, 811. For references on TFD: g) R. Mello, M. Fiorentino, O. Sciacovelli, R. Curci, J. Org. Chem. 1988, 53, 3890. h) R. Mello, M. Fiorentino, C. Fusco, R. Curci, J. Am. Chem. Soc. 1989, 111, 6749. i) R. Mello, L. Cassidei, M. Fiorentino, C. Fusco, W. Hummer, V. Jäger, R. Curci, ibid. 1991, 113, 2205; j) W. Adam, A. K. Smerz, Bull. Soc. Chim. Belg. 1996, 105, 581.
    • (1992) Organic Peroxides , pp. 195
    • Adam, W.1    Hadjiarapoglou, L.P.2    Curci, R.3    Mello, R.4
  • 5
    • 0002871634 scopus 로고
    • For reviews, see: a) W. Adam, R. Curci, J. O. Edwards, Acc. Chem. Res. 1989, 22, 205. b) R. W. Murray, Chem. Rev. 1989, 89, 1187. c) R. Curci, in Advances in Oxygenated Processes (Ed.: A. L. Baumstark), JAI: Greenwich, CT, 1990, Vol. 2, Chapt. I,1. d) W. Adam, L. P. Hadjiarapoglou, R. Curci, R. Mello, in Organic Peroxides (Ed.: W. Ando), Wiley: New York, 1992, Chapt. 4, p. 195. e) W. Adam, L. Hadjiarapoglou, Top. Curr. Chem. 1993, 164, 45. f) R. Curci, A. Dinoi, M. F. Rubino, Pure Appl. Chem. 1995, 67, 811. For references on TFD: g) R. Mello, M. Fiorentino, O. Sciacovelli, R. Curci, J. Org. Chem. 1988, 53, 3890. h) R. Mello, M. Fiorentino, C. Fusco, R. Curci, J. Am. Chem. Soc. 1989, 111, 6749. i) R. Mello, L. Cassidei, M. Fiorentino, C. Fusco, W. Hummer, V. Jäger, R. Curci, ibid. 1991, 113, 2205; j) W. Adam, A. K. Smerz, Bull. Soc. Chim. Belg. 1996, 105, 581.
    • (1993) Top. Curr. Chem. , vol.164 , pp. 45
    • Adam, W.1    Hadjiarapoglou, L.2
  • 6
    • 84948351019 scopus 로고
    • For references on TFD
    • For reviews, see: a) W. Adam, R. Curci, J. O. Edwards, Acc. Chem. Res. 1989, 22, 205. b) R. W. Murray, Chem. Rev. 1989, 89, 1187. c) R. Curci, in Advances in Oxygenated Processes (Ed.: A. L. Baumstark), JAI: Greenwich, CT, 1990, Vol. 2, Chapt. I,1. d) W. Adam, L. P. Hadjiarapoglou, R. Curci, R. Mello, in Organic Peroxides (Ed.: W. Ando), Wiley: New York, 1992, Chapt. 4, p. 195. e) W. Adam, L. Hadjiarapoglou, Top. Curr. Chem. 1993, 164, 45. f) R. Curci, A. Dinoi, M. F. Rubino, Pure Appl. Chem. 1995, 67, 811. For references on TFD: g) R. Mello, M. Fiorentino, O. Sciacovelli, R. Curci, J. Org. Chem. 1988, 53, 3890. h) R. Mello, M. Fiorentino, C. Fusco, R. Curci, J. Am. Chem. Soc. 1989, 111, 6749. i) R. Mello, L. Cassidei, M. Fiorentino, C. Fusco, W. Hummer, V. Jäger, R. Curci, ibid. 1991, 113, 2205; j) W. Adam, A. K. Smerz, Bull. Soc. Chim. Belg. 1996, 105, 581.
    • (1995) Pure Appl. Chem. , vol.67 , pp. 811
    • Curci, R.1    Dinoi, A.2    Rubino, M.F.3
  • 7
    • 0000598410 scopus 로고
    • For reviews, see: a) W. Adam, R. Curci, J. O. Edwards, Acc. Chem. Res. 1989, 22, 205. b) R. W. Murray, Chem. Rev. 1989, 89, 1187. c) R. Curci, in Advances in Oxygenated Processes (Ed.: A. L. Baumstark), JAI: Greenwich, CT, 1990, Vol. 2, Chapt. I,1. d) W. Adam, L. P. Hadjiarapoglou, R. Curci, R. Mello, in Organic Peroxides (Ed.: W. Ando), Wiley: New York, 1992, Chapt. 4, p. 195. e) W. Adam, L. Hadjiarapoglou, Top. Curr. Chem. 1993, 164, 45. f) R. Curci, A. Dinoi, M. F. Rubino, Pure Appl. Chem. 1995, 67, 811. For references on TFD: g) R. Mello, M. Fiorentino, O. Sciacovelli, R. Curci, J. Org. Chem. 1988, 53, 3890. h) R. Mello, M. Fiorentino, C. Fusco, R. Curci, J. Am. Chem. Soc. 1989, 111, 6749. i) R. Mello, L. Cassidei, M. Fiorentino, C. Fusco, W. Hummer, V. Jäger, R. Curci, ibid. 1991, 113, 2205; j) W. Adam, A. K. Smerz, Bull. Soc. Chim. Belg. 1996, 105, 581.
    • (1988) J. Org. Chem. , vol.53 , pp. 3890
    • Mello, R.1    Fiorentino, M.2    Sciacovelli, O.3    Curci, R.4
  • 8
    • 33845183266 scopus 로고
    • For reviews, see: a) W. Adam, R. Curci, J. O. Edwards, Acc. Chem. Res. 1989, 22, 205. b) R. W. Murray, Chem. Rev. 1989, 89, 1187. c) R. Curci, in Advances in Oxygenated Processes (Ed.: A. L. Baumstark), JAI: Greenwich, CT, 1990, Vol. 2, Chapt. I,1. d) W. Adam, L. P. Hadjiarapoglou, R. Curci, R. Mello, in Organic Peroxides (Ed.: W. Ando), Wiley: New York, 1992, Chapt. 4, p. 195. e) W. Adam, L. Hadjiarapoglou, Top. Curr. Chem. 1993, 164, 45. f) R. Curci, A. Dinoi, M. F. Rubino, Pure Appl. Chem. 1995, 67, 811. For references on TFD: g) R. Mello, M. Fiorentino, O. Sciacovelli, R. Curci, J. Org. Chem. 1988, 53, 3890. h) R. Mello, M. Fiorentino, C. Fusco, R. Curci, J. Am. Chem. Soc. 1989, 111, 6749. i) R. Mello, L. Cassidei, M. Fiorentino, C. Fusco, W. Hummer, V. Jäger, R. Curci, ibid. 1991, 113, 2205; j) W. Adam, A. K. Smerz, Bull. Soc. Chim. Belg. 1996, 105, 581.
    • (1989) J. Am. Chem. Soc. , vol.111 , pp. 6749
    • Mello, R.1    Fiorentino, M.2    Fusco, C.3    Curci, R.4
  • 9
    • 0000553020 scopus 로고
    • For reviews, see: a) W. Adam, R. Curci, J. O. Edwards, Acc. Chem. Res. 1989, 22, 205. b) R. W. Murray, Chem. Rev. 1989, 89, 1187. c) R. Curci, in Advances in Oxygenated Processes (Ed.: A. L. Baumstark), JAI: Greenwich, CT, 1990, Vol. 2, Chapt. I,1. d) W. Adam, L. P. Hadjiarapoglou, R. Curci, R. Mello, in Organic Peroxides (Ed.: W. Ando), Wiley: New York, 1992, Chapt. 4, p. 195. e) W. Adam, L. Hadjiarapoglou, Top. Curr. Chem. 1993, 164, 45. f) R. Curci, A. Dinoi, M. F. Rubino, Pure Appl. Chem. 1995, 67, 811. For references on TFD: g) R. Mello, M. Fiorentino, O. Sciacovelli, R. Curci, J. Org. Chem. 1988, 53, 3890. h) R. Mello, M. Fiorentino, C. Fusco, R. Curci, J. Am. Chem. Soc. 1989, 111, 6749. i) R. Mello, L. Cassidei, M. Fiorentino, C. Fusco, W. Hummer, V. Jäger, R. Curci, ibid. 1991, 113, 2205; j) W. Adam, A. K. Smerz, Bull. Soc. Chim. Belg. 1996, 105, 581.
    • (1991) J. Am. Chem. Soc. , vol.113 , pp. 2205
    • Mello, R.1    Cassidei, L.2    Fiorentino, M.3    Fusco, C.4    Hummer, W.5    Jäger, V.6    Curci, R.7
  • 10
    • 0000693403 scopus 로고    scopus 로고
    • For reviews, see: a) W. Adam, R. Curci, J. O. Edwards, Acc. Chem. Res. 1989, 22, 205. b) R. W. Murray, Chem. Rev. 1989, 89, 1187. c) R. Curci, in Advances in Oxygenated Processes (Ed.: A. L. Baumstark), JAI: Greenwich, CT, 1990, Vol. 2, Chapt. I,1. d) W. Adam, L. P. Hadjiarapoglou, R. Curci, R. Mello, in Organic Peroxides (Ed.: W. Ando), Wiley: New York, 1992, Chapt. 4, p. 195. e) W. Adam, L. Hadjiarapoglou, Top. Curr. Chem. 1993, 164, 45. f) R. Curci, A. Dinoi, M. F. Rubino, Pure Appl. Chem. 1995, 67, 811. For references on TFD: g) R. Mello, M. Fiorentino, O. Sciacovelli, R. Curci, J. Org. Chem. 1988, 53, 3890. h) R. Mello, M. Fiorentino, C. Fusco, R. Curci, J. Am. Chem. Soc. 1989, 111, 6749. i) R. Mello, L. Cassidei, M. Fiorentino, C. Fusco, W. Hummer, V. Jäger, R. Curci, ibid. 1991, 113, 2205; j) W. Adam, A. K. Smerz, Bull. Soc. Chim. Belg. 1996, 105, 581.
    • (1996) Bull. Soc. Chim. Belg. , vol.105 , pp. 581
    • Adam, W.1    Smerz, A.K.2
  • 16
    • 0000893173 scopus 로고
    • For instance, see: a) L. Troisi, L. Cassidei, L. Lopez, R. Mello, R. Curci, Tetrahedron Lett. 1989, 30, 257. b) R. Mello,; F. Ciminale, M. Fiorentino, C. Fusco, T. Prencipe, R. Curci, Tetrahedron Lett. 1990, 31, 6097. c) W. Adam, L. P. Hadjiarapoglou, K. Peters, M. Sauter, J. Am. Chem. Soc. 1993, 115, 8603. d) W. Adam, M. Ahrweiler, K. Paulini, H.-U. Reissig, V. Voerckel, Chem. Ber. 1992, 125, 2719.
    • (1989) Tetrahedron Lett. , vol.30 , pp. 257
    • Troisi, L.1    Cassidei, L.2    Lopez, L.3    Mello, R.4    Curci, R.5
  • 17
    • 0025042707 scopus 로고
    • For instance, see: a) L. Troisi, L. Cassidei, L. Lopez, R. Mello, R. Curci, Tetrahedron Lett. 1989, 30, 257. b) R. Mello,; F. Ciminale, M. Fiorentino, C. Fusco, T. Prencipe, R. Curci, Tetrahedron Lett. 1990, 31, 6097. c) W. Adam, L. P. Hadjiarapoglou, K. Peters, M. Sauter, J. Am. Chem. Soc. 1993, 115, 8603. d) W. Adam, M. Ahrweiler, K. Paulini, H.-U. Reissig, V. Voerckel, Chem. Ber. 1992, 125, 2719.
    • (1990) Tetrahedron Lett. , vol.31 , pp. 6097
    • Mello, R.1    Ciminale, F.2    Fiorentino, M.3    Fusco, C.4    Prencipe, T.5    Curci, R.6
  • 18
    • 0001298716 scopus 로고
    • For instance, see: a) L. Troisi, L. Cassidei, L. Lopez, R. Mello, R. Curci, Tetrahedron Lett. 1989, 30, 257. b) R. Mello,; F. Ciminale, M. Fiorentino, C. Fusco, T. Prencipe, R. Curci, Tetrahedron Lett. 1990, 31, 6097. c) W. Adam, L. P. Hadjiarapoglou, K. Peters, M. Sauter, J. Am. Chem. Soc. 1993, 115, 8603. d) W. Adam, M. Ahrweiler, K. Paulini, H.-U. Reissig, V. Voerckel, Chem. Ber. 1992, 125, 2719.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 8603
    • Adam, W.1    Hadjiarapoglou, L.P.2    Peters, K.3    Sauter, M.4
  • 19
    • 0000826107 scopus 로고
    • For instance, see: a) L. Troisi, L. Cassidei, L. Lopez, R. Mello, R. Curci, Tetrahedron Lett. 1989, 30, 257. b) R. Mello,; F. Ciminale, M. Fiorentino, C. Fusco, T. Prencipe, R. Curci, Tetrahedron Lett. 1990, 31, 6097. c) W. Adam, L. P. Hadjiarapoglou, K. Peters, M. Sauter, J. Am. Chem. Soc. 1993, 115, 8603. d) W. Adam, M. Ahrweiler, K. Paulini, H.-U. Reissig, V. Voerckel, Chem. Ber. 1992, 125, 2719.
    • (1992) Chem. Ber. , vol.125 , pp. 2719
    • Adam, W.1    Ahrweiler, M.2    Paulini, K.3    Reissig, H.-U.4    Voerckel, V.5
  • 37
    • 33748227176 scopus 로고
    • Y. Elemes S. K. Silverman, C. Sheu, M. Kao, C. S. Foote, M. M. Alvarez, R. L. Whetten, Angew. Chem. 1992, 104, 364; Angew. Chem. Int. Ed. 1992, 31, 351.
    • (1992) Angew. Chem. Int. Ed. , vol.31 , pp. 351
  • 40
    • 0345458279 scopus 로고
    • In modern nomenclature the simple term "radical" substitutes the formerly used expression "free radical"; cf. G. P. Moss, P. A. S. Smith, D. Tavernier, Pure Appl. Chem. 1995, 67, 1307.
    • (1995) Pure Appl. Chem. , vol.67 , pp. 1307
    • Moss, G.P.1    Smith, P.A.S.2    Tavernier, D.3


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