Hydrodesulfurization of thiophene and benzothiophene to butane and ethylbenzene by a homogeneous iridium complex

Organometallics

Volumn 16, Issue 9, 1997, Pages 1912-1919

  Vicic, David A ^a   Jones, William D ^a  

^a UNIVERSITY OF ROCHESTER   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000505389     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om9610105     Document Type: Article

References (36)

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4. Bianchini, C.; Meli, A. J. Chem. Soc., Dalton Trans. 1996, 801-814.
5. See, for example: (a) Selnau, H. E.; Merola, J. S. Organometallics 1993, 12, 1583-1591. (b) Garcia, J. J.; Mann, B. E.; Adams, H.; Bailey, N. A.; Maitlis, P. M. J. Am. Chem. Soc. 1995, 117, 2179-2186. (c) Buys, I. E.; Field, L. D.; Hambley, R. W.; McQueen, A. E. D. J. Chem. Soc., Chem. Commun. 1994, 557-558. (d) Paneque, M.; Taboada, S.; Carmona, E. Organometallics 1996, 15, 2678-2679. (e) Jones, W. D.; Dong, L. J. Am. Chem. Soc. 1991, 113, 559-564. (f) Chen, J.; Angelici, R. J. J. Am. Chem. Soc. 1990, 112, 199-204. (g) Bianchini, C.; Meli, A.; Peruzzini, M.; Vizza, F.; Frediani, P.; Herrer, V.; Sanchez-Delgado, R. J. Am. Chem. Soc. 1993, 115, 2731-2742.
6. See, for example: (a) Selnau, H. E.; Merola, J. S. Organometallics 1993, 12, 1583-1591. (b) Garcia, J. J.; Mann, B. E.; Adams, H.; Bailey, N. A.; Maitlis, P. M. J. Am. Chem. Soc. 1995, 117, 2179-2186. (c) Buys, I. E.; Field, L. D.; Hambley, R. W.; McQueen, A. E. D. J. Chem. Soc., Chem. Commun. 1994, 557-558. (d) Paneque, M.; Taboada, S.; Carmona, E. Organometallics 1996, 15, 2678-2679. (e) Jones, W. D.; Dong, L. J. Am. Chem. Soc. 1991, 113, 559-564. (f) Chen, J.; Angelici, R. J. J. Am. Chem. Soc. 1990, 112, 199-204. (g) Bianchini, C.; Meli, A.; Peruzzini, M.; Vizza, F.; Frediani, P.; Herrer, V.; Sanchez-Delgado, R. J. Am. Chem. Soc. 1993, 115, 2731-2742.
7. See, for example: (a) Selnau, H. E.; Merola, J. S. Organometallics 1993, 12, 1583-1591. (b) Garcia, J. J.; Mann, B. E.; Adams, H.; Bailey, N. A.; Maitlis, P. M. J. Am. Chem. Soc. 1995, 117, 2179-2186. (c) Buys, I. E.; Field, L. D.; Hambley, R. W.; McQueen, A. E. D. J. Chem. Soc., Chem. Commun. 1994, 557-558. (d) Paneque, M.; Taboada, S.; Carmona, E. Organometallics 1996, 15, 2678-2679. (e) Jones, W. D.; Dong, L. J. Am. Chem. Soc. 1991, 113, 559-564. (f) Chen, J.; Angelici, R. J. J. Am. Chem. Soc. 1990, 112, 199-204. (g) Bianchini, C.; Meli, A.; Peruzzini, M.; Vizza, F.; Frediani, P.; Herrer, V.; Sanchez-Delgado, R. J. Am. Chem. Soc. 1993, 115, 2731-2742.
8. See, for example: (a) Selnau, H. E.; Merola, J. S. Organometallics 1993, 12, 1583-1591. (b) Garcia, J. J.; Mann, B. E.; Adams, H.; Bailey, N. A.; Maitlis, P. M. J. Am. Chem. Soc. 1995, 117, 2179-2186. (c) Buys, I. E.; Field, L. D.; Hambley, R. W.; McQueen, A. E. D. J. Chem. Soc., Chem. Commun. 1994, 557-558. (d) Paneque, M.; Taboada, S.; Carmona, E. Organometallics 1996, 15, 2678-2679. (e) Jones, W. D.; Dong, L. J. Am. Chem. Soc. 1991, 113, 559-564. (f) Chen, J.; Angelici, R. J. J. Am. Chem. Soc. 1990, 112, 199-204. (g) Bianchini, C.; Meli, A.; Peruzzini, M.; Vizza, F.; Frediani, P.; Herrer, V.; Sanchez-Delgado, R. J. Am. Chem. Soc. 1993, 115, 2731-2742.
9. See, for example: (a) Selnau, H. E.; Merola, J. S. Organometallics 1993, 12, 1583-1591. (b) Garcia, J. J.; Mann, B. E.; Adams, H.; Bailey, N. A.; Maitlis, P. M. J. Am. Chem. Soc. 1995, 117, 2179-2186. (c) Buys, I. E.; Field, L. D.; Hambley, R. W.; McQueen, A. E. D. J. Chem. Soc., Chem. Commun. 1994, 557-558. (d) Paneque, M.; Taboada, S.; Carmona, E. Organometallics 1996, 15, 2678-2679. (e) Jones, W. D.; Dong, L. J. Am. Chem. Soc. 1991, 113, 559-564. (f) Chen, J.; Angelici, R. J. J. Am. Chem. Soc. 1990, 112, 199-204. (g) Bianchini, C.; Meli, A.; Peruzzini, M.; Vizza, F.; Frediani, P.; Herrer, V.; Sanchez-Delgado, R. J. Am. Chem. Soc. 1993, 115, 2731-2742.
10. See, for example: (a) Selnau, H. E.; Merola, J. S. Organometallics 1993, 12, 1583-1591. (b) Garcia, J. J.; Mann, B. E.; Adams, H.; Bailey, N. A.; Maitlis, P. M. J. Am. Chem. Soc. 1995, 117, 2179-2186. (c) Buys, I. E.; Field, L. D.; Hambley, R. W.; McQueen, A. E. D. J. Chem. Soc., Chem. Commun. 1994, 557-558. (d) Paneque, M.; Taboada, S.; Carmona, E. Organometallics 1996, 15, 2678-2679. (e) Jones, W. D.; Dong, L. J. Am. Chem. Soc. 1991, 113, 559-564. (f) Chen, J.; Angelici, R. J. J. Am. Chem. Soc. 1990, 112, 199-204. (g) Bianchini, C.; Meli, A.; Peruzzini, M.; Vizza, F.; Frediani, P.; Herrer, V.; Sanchez-Delgado, R. J. Am. Chem. Soc. 1993, 115, 2731-2742.
11. See, for example: (a) Selnau, H. E.; Merola, J. S. Organometallics 1993, 12, 1583-1591. (b) Garcia, J. J.; Mann, B. E.; Adams, H.; Bailey, N. A.; Maitlis, P. M. J. Am. Chem. Soc. 1995, 117, 2179-2186. (c) Buys, I. E.; Field, L. D.; Hambley, R. W.; McQueen, A. E. D. J. Chem. Soc., Chem. Commun. 1994, 557-558. (d) Paneque, M.; Taboada, S.; Carmona, E. Organometallics 1996, 15, 2678-2679. (e) Jones, W. D.; Dong, L. J. Am. Chem. Soc. 1991, 113, 559-564. (f) Chen, J.; Angelici, R. J. J. Am. Chem. Soc. 1990, 112, 199-204. (g) Bianchini, C.; Meli, A.; Peruzzini, M.; Vizza, F.; Frediani, P.; Herrer, V.; Sanchez-Delgado, R. J. Am. Chem. Soc. 1993, 115, 2731-2742.
12. Most examples come from polynuclear organometallic systems: (a) Jones, W. D.; Chin, R. M. J. Am. Chem. Soc. 1994, 116, 198-203. (b) Arce, A. J.; Arrojo, P.; Deeming, A. J.; De Sanctis, Y. J. Chem. Soc., Dalton Trans. 1992, 2423-2424. (c) Riaz, U.; Curnow, O. J.; Curtis, M. D. J. Am. Chem. Soc. 1991, 113, 1416-1417. (d) Chen, J.; Daniels, L. M.; Angelici, R. J. J. Am. Chem. Soc. 1991, 113, 2544-2552.
13. Most examples come from polynuclear organometallic systems: (a) Jones, W. D.; Chin, R. M. J. Am. Chem. Soc. 1994, 116, 198-203. (b) Arce, A. J.; Arrojo, P.; Deeming, A. J.; De Sanctis, Y. J. Chem. Soc., Dalton Trans. 1992, 2423-2424. (c) Riaz, U.; Curnow, O. J.; Curtis, M. D. J. Am. Chem. Soc. 1991, 113, 1416-1417. (d) Chen, J.; Daniels, L. M.; Angelici, R. J. J. Am. Chem. Soc. 1991, 113, 2544-2552.
14. Most examples come from polynuclear organometallic systems: (a) Jones, W. D.; Chin, R. M. J. Am. Chem. Soc. 1994, 116, 198-203. (b) Arce, A. J.; Arrojo, P.; Deeming, A. J.; De Sanctis, Y. J. Chem. Soc., Dalton Trans. 1992, 2423-2424. (c) Riaz, U.; Curnow, O. J.; Curtis, M. D. J. Am. Chem. Soc. 1991, 113, 1416-1417. (d) Chen, J.; Daniels, L. M.; Angelici, R. J. J. Am. Chem. Soc. 1991, 113, 2544-2552.
15. Most examples come from polynuclear organometallic systems: (a) Jones, W. D.; Chin, R. M. J. Am. Chem. Soc. 1994, 116, 198-203. (b) Arce, A. J.; Arrojo, P.; Deeming, A. J.; De Sanctis, Y. J. Chem. Soc., Dalton Trans. 1992, 2423-2424. (c) Riaz, U.; Curnow, O. J.; Curtis, M. D. J. Am. Chem. Soc. 1991, 113, 1416-1417. (d) Chen, J.; Daniels, L. M.; Angelici, R. J. J. Am. Chem. Soc. 1991, 113, 2544-2552.
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17. Desulfurization of benzothiophene to ethylbenzene was reported to occur by Bianchini et al., but was found to be due to the presence of heterogeneous particles. See: Bianchini, C.; Herrera, V.; Jimenez, M. V.; Meli, A.; Sánchez-Delgado, R.; Vizza, F. J. Am. Chem. Soc. 1995, 117, 8567-8575.
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27. -1.
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35. It has been noted that the integration program SAINT produces cell constant errors that are unreasonably small, since systematic error is not included. More reasonable errors might be estimated at 10x the listed values.
36. 2].