메뉴 건너뛰기




Volumn 6, Issue 20, 2008, Pages 3645-3656

π-Acidic alkene ligand effects in Pd-catalysed cross-coupling processes: Exploiting the interaction of dibenzylidene acetone (dba) and related ligands with Pd(0) and Pd(ii)

Author keywords

[No Author keywords available]

Indexed keywords

ACETONE; ACIDS; AMINES; HYDROCARBONS; HYDROGEN; OLEFINS; ORGANIC COMPOUNDS; PALLADIUM; PALLADIUM COMPOUNDS; PHOSPHORUS COMPOUNDS; RATE CONSTANTS;

EID: 53549088307     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b811772a     Document Type: Article
Times cited : (87)

References (94)
  • 7
    • 38549132389 scopus 로고    scopus 로고
    • The are several different types of Pd° complexes bearing alkene ligands reported in the literature. For the purpose of this perspective, representative examples have been selected relating to cross-coupling processes -871
    • J. B. Johnson T. Rovis Angew. Chem., Int. Ed. 2008 47 840 871
    • (2008) Angew. Chem., Int. Ed. , vol.47 , pp. 840
    • Johnson, J.B.1    Rovis, T.2
  • 12
    • 53549096394 scopus 로고    scopus 로고
    • The effect of many other π-acidic alkenes (maleic anhydride, dimethylfumarate, norbornene etc.) in Pd-catalysed cross-coupling of organometallic species with organohalides has been covered extensively by the Rovis-Johnson review (ref. 3b)
    • The effect of many other π-acidic alkenes (maleic anhydride, dimethylfumarate, norbornene etc.) in Pd-catalysed cross-coupling of organometallic species with organohalides has been covered extensively by the Rovis-Johnson review (ref. 3b).
  • 13
    • 2442698048 scopus 로고    scopus 로고
    • Scheme 2, the interference of alkene ligands assumes that they are not chemically transformed to other organic products (e.g. Heck functionalisation) -576
    • For detailed discussions concerning the dual role of C=C and C=C 'nucleophilic' substrates in cross-coupling processes, see: A. Jutand Pure Appl. Chem. 2004 76 565 576. In Scheme 2, the interference of alkene ligands assumes that they are not chemically transformed to other organic products (e.g. Heck functionalisation)
    • (2004) Pure Appl. Chem. , vol.76 , pp. 565
    • Jutand, A.1
  • 38
    • 0008936072 scopus 로고
    • The complex, dichloro-(1,2bis(dicyclohexylphosphino)ethane)palladium(ii) •dibenzylideneacetone is known, however, the X-ray structure reveals only non-bonding interactions between the dba-H ligand and Pd-Cl bonds, see: -301
    • H. Kurosawa I. Ikeda J. Organomet. Chem. 1992 428 289 301
    • (1992) J. Organomet. Chem. , vol.428 , pp. 289
    • Kurosawa, H.1    Ikeda, I.2
  • 43
    • 6844254916 scopus 로고    scopus 로고
    • 2 is higher (surprisingly) in the former system than in the latter (due to dba-H ligation to Pd°), see: -422
    • B. M. Trost D. L. Van Vranken Chem. Rev. 1996 96 395 422
    • (1996) Chem. Rev. , vol.96 , pp. 395
    • Trost, B.M.1    Van Vranken, D.L.2
  • 60
    • 33846077486 scopus 로고    scopus 로고
    • 2 is controlled by the concentration of dba-H; the Z-substituent affects the equilibrium constant K, see: -1629
    • D. B. G. Williams M. L. Shaw Tetrahedron 2007 63 1624 1629
    • (2007) Tetrahedron , vol.63 , pp. 1624
    • Williams, D.B.G.1    Shaw, M.L.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.