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Volumn 28, Issue 5, 2009, Pages 1275-1277

Palladium-catalyzed carboauration of alkynes and palladi cross-coupling

Author keywords

[No Author keywords available]

Indexed keywords

AMBIENT TEMPERATURES; CROSS COUPLINGS; CROSS-COUPLING REACTIONS; ELECTROPHILIC TRAPPING REACTIONS; ONE POTS;

EID: 64749089011     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om801206g     Document Type: Article
Times cited : (120)

References (29)
  • 5
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    • For a photochemical carboauration of tetrafluoroethylene, see
    • For a photochemical carboauration of tetrafluoroethylene, see: Mitchell, C. M.: Stone, F. G. A. J. Chem. Soc, Dalton Trans. 1972, 102.
    • (1972) J. Chem. Soc, Dalton Trans , pp. 102
    • Mitchell, C.M.1    Stone, F.G.A.2
  • 8
    • 0032558606 scopus 로고    scopus 로고
    • For a review on bimetallic catalysis by late transition metals, see
    • For a review on bimetallic catalysis by late transition metals, see: van den Beuken, E. K.; Feringa, B. L. Tetrahedron 1998, 54, 12985.
    • (1998) Tetrahedron , vol.54 , pp. 12985
    • van den Beuken, E.K.1    Feringa, B.L.2
  • 9
    • 34250443231 scopus 로고    scopus 로고
    • See the Supporting Information for synthetic procedures and full characterization data of new organogold compounds. For the original reference for vinyl(triphenylphosphine)gold, see: Nesmeyanov, A. N, Perevalova, E. G, Krinikh, V. B, Kosina, A. N, Grandberg. K. L; Smyslova, E. I. Bull. Acad. Sci. USSR, Div. Chem. Sci. 1972, 618
    • See the Supporting Information for synthetic procedures and full characterization data of new organogold compounds. For the original reference for vinyl(triphenylphosphine)gold, see: Nesmeyanov, A. N.; Perevalova, E. G.; Krinikh, V. B.; Kosina, A. N.; Grandberg. K. L; Smyslova, E. I. Bull. Acad. Sci. USSR, Div. Chem. Sci. 1972, 618.
  • 10
    • 64749099982 scopus 로고    scopus 로고
    • Formation of 15 (vide infra) was competitive with formation of 9, accounting for the lower yield of product 9.
    • Formation of 15 (vide infra) was competitive with formation of 9, accounting for the lower yield of product 9.
  • 11
    • 64749092684 scopus 로고    scopus 로고
    • Experiments are underway to identify the cause of this reactivity difference
    • Experiments are underway to identify the cause of this reactivity difference.
  • 13
    • 57349107281 scopus 로고    scopus 로고
    • A gold-hydride complex was recently shown to participate in anti- hydroauration of DMAD
    • A gold-hydride complex was recently shown to participate in anti- hydroauration of DMAD: Tsui, E. Y.; Müeller, P.: Sadighi. J. P. Angew. Chem., Int. Ed. 2008. 47. 8937.
    • (2008) Angew. Chem., Int. Ed , vol.47 , pp. 8937
    • Tsui, E.Y.1    Müeller, P.2    Sadighi, J.P.3
  • 14
    • 64749112677 scopus 로고    scopus 로고
    • The absence of reentry of products 1-9 into the catalytic cycle could derive from changes in steric and electronic factors relative to the starting vinyl-gold complex.
    • The absence of reentry of products 1-9 into the catalytic cycle could derive from changes in steric and electronic factors relative to the starting vinyl-gold complex.
  • 16
    • 33845375686 scopus 로고    scopus 로고
    • In the nickel- and chromium-cocatalyzed Nozaki-Hiyama-Kishi reaction, equilibrating transmetalation partners are driven toward product formation by creation of a new carbon-carbon bond: Jin, H, Uenishi, J, Christ, W. J, Kishi, Y. J. Am. Chem. Soc. 1986, 108, 4644-5644
    • In the nickel- and chromium-cocatalyzed Nozaki-Hiyama-Kishi reaction, equilibrating transmetalation partners are driven toward product formation by creation of a new carbon-carbon bond: Jin, H.; Uenishi, J.; Christ, W. J.; Kishi, Y. J. Am. Chem. Soc. 1986, 108, 4644-5644.
  • 20
    • 84868923823 scopus 로고    scopus 로고
    • 3PdAr(I) in the absence of a gold trapping agent results in rapid polymerization and oligomerization.
    • 3PdAr(I) in the absence of a gold trapping agent results in rapid polymerization and oligomerization.
  • 22
    • 33847628731 scopus 로고    scopus 로고
    • For an example of a proposed oxidative addition of Pd(0) to an electron-poor enone as part of a catalytic cycle. see: Sieber, J. D.; Liu, S.; Morken. J. P. J. Am. Chem. Soc. 2007. 129, 2214.
    • For an example of a proposed oxidative addition of Pd(0) to an electron-poor enone as part of a catalytic cycle. see: Sieber, J. D.; Liu, S.; Morken. J. P. J. Am. Chem. Soc. 2007. 129, 2214.
  • 26
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    • Isolated examples of Au/Pd cross-coupling reactions have been reported: Jones, L. A.; Sanz, S.; Laguna. M. Catal. Today 2007, 122, 403.
    • Isolated examples of Au/Pd cross-coupling reactions have been reported: Jones, L. A.; Sanz, S.; Laguna. M. Catal. Today 2007, 122, 403.
  • 29
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    • While this paper was under review, an example of an isolable vinyl-gold compound that reacts with I2 and a proton electrophile was reported: Liu, L.-P, Xu. B, Mashuta. M. S, Hammond. G. B. J. Am. Chem. Soc. 2008, 130, 17642
    • 2 and a proton electrophile was reported: Liu, L.-P.; Xu. B.; Mashuta. M. S.; Hammond. G. B. J. Am. Chem. Soc. 2008, 130, 17642.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.