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Volumn 30, Issue 6, 2011, Pages 1389-1394

Efficient iridium-catalyzed decarbonylation reaction of aliphatic carboxylic acids leading to internal or terminal alkenes

Author keywords

[No Author keywords available]

Indexed keywords

ALIPHATIC CARBOXYLIC ACIDS; CONTROLLED TEMPERATURE; DECARBONYLATIONS; HIGH SELECTIVITY; TERMINAL ALKENES; VASKA'S COMPLEX;

EID: 79952919582     PISSN: 02767333     EISSN: 15206041     Source Type: Journal    
DOI: 10.1021/om1009268     Document Type: Article
Times cited : (56)

References (43)
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    • PCT Int. Appl. WO 2005031066
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    • Baralt, E. J.; King, C. A. U.S. Patent 6,054,629, 2000.
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    • U.S. Pat. Appl. Publ. 20050070747
    • Brown, D. S.; Doll, M. J. U.S. Pat. Appl. Publ. 20050070747, 2005.
    • (2005)
    • Brown, D.S.1    Doll, M.J.2
  • 19
    • 79952978013 scopus 로고    scopus 로고
    • To our knowledge, only one example of iridium-catalyzed decarbonylation of aliphatic carboxylic acids has been reported in Miller's patent, (2d) where terminal alkenes were obtained with moderate selectivity in spite of a continuous distillation procedure
    • To our knowledge, only one example of iridium-catalyzed decarbonylation of aliphatic carboxylic acids has been reported in Miller's patent, (2d) where terminal alkenes were obtained with moderate selectivity in spite of a continuous distillation procedure.
  • 25
    • 0013559370 scopus 로고
    • For oxidative addition of carboxylic acid anhydrides to transition-metal complexes to generate acyl metals, see the following. Ir:;;, Rh:; Organometallics 1991, 10, 2958 Pd:;;;; Chem. Lett. 1995, 367
    • For oxidative addition of carboxylic acid anhydrides to transition-metal complexes to generate acyl metals, see the following. Ir: Blake, D. M.; Shields, S.; Wyman, L. Inorg. Chem. 1974, 13, 1595 Rh: Miller, J. A.; Nelson, J. A. Organometallics 1991, 10, 2958 Pd: Nagayama, K.; Kawataka, F.; Sakamoto, M.; Shimizu, I.; Yamamoto, A. Chem. Lett. 1995, 367
    • (1974) Inorg. Chem. , vol.13 , pp. 1595
    • Blake, D.M.1    Shields, S.2    Wyman, L.3    Miller, J.A.4    Nelson, J.A.5    Nagayama, K.6    Kawataka, F.7    Sakamoto, M.8    Shimizu, I.9    Yamamoto, A.10
  • 26
    • 79952905103 scopus 로고    scopus 로고
    • We carried out the decarbonylation reaction using stearic anhydride instead of stearic acid (1a), which is converted smoothly into heptadecenes (2a/3a = 17/83) in quantitative yield at 200 °C for 30 min. This result suggested that the initial step of the reaction involves the formation of acid anhydride from carboxylic acid
    • We carried out the decarbonylation reaction using stearic anhydride instead of stearic acid (1a), which is converted smoothly into heptadecenes (2a/3a = 17/83) in quantitative yield at 200 °C for 30 min. This result suggested that the initial step of the reaction involves the formation of acid anhydride from carboxylic acid.
  • 33
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    • For Ir-catalyzed decarbonylation of aldehydes, see
    • For Ir-catalyzed decarbonylation of aldehydes, see: Iwai, T.; Fujihara, T.; Tsuji, Y. Chem. Commun. 2008, 6215
    • (2008) Chem. Commun. , pp. 6215
    • Iwai, T.1    Fujihara, T.2    Tsuji, Y.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.