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Volumn 12, Issue 18, 2006, Pages 4749-4755

A user-friendly, all-purpose Pd-NHC (NHC = N-heterocyclic carbene) precatalyst for the Negishi reaction: A step towards a universal cross-coupling catalyst

Author keywords

Alkanes; Biaryls; C C coupling; Heterocycles; Palladium

Indexed keywords

AROMATIC COMPOUNDS; HALOGEN COMPOUNDS; PALLADIUM COMPOUNDS; PARAFFINS; SYNTHESIS (CHEMICAL);

EID: 33745453356     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200600206     Document Type: Article
Times cited : (424)

References (61)
  • 44
    • 33745473203 scopus 로고    scopus 로고
    • note
    • Even though Pd-NHC complexes are air stable, their synthesis requires rigorously anhydrous conditions and, in some cases, a glove-box if free carbene is used. These factors make large-scale production unattractive.
  • 46
    • 33745462298 scopus 로고    scopus 로고
    • note
    • -1 for the in situ process (4 mol% loading) was 7.5, whereas it was 300 when utilizing 1 (PEPPSI-IPr at 0.1 mol% loading). These results clearly demonstrate the superiority of the preformed precatalyst 1 over in situ methodology.
  • 47
    • 0003441991 scopus 로고    scopus 로고
    • (Eds.: P. Knochel, P. Jones), Oxford University Press, Oxford (UK)
    • Organozinc Reagents - A Practical Approach, (Eds.: P. Knochel, P. Jones), Oxford University Press, Oxford (UK), 1999.
    • (1999) Organozinc Reagents - A Practical Approach
  • 50
    • 33745471073 scopus 로고    scopus 로고
    • note
    • The rate of addition of the zinc halide to the lithium naphthalide solution has a substantial affect on the activity of the Rieke zinc produced. If the addition rate is rapid the Zn will fail to insert into carbon-halide bond. This is especially pronounced if catalytic naphthalene is employed. See reference [18].
  • 55
    • 33745441894 scopus 로고    scopus 로고
    • note
    • These studies are ongoing and will be published in due course.
  • 56
    • 33745461788 scopus 로고    scopus 로고
    • note
    • To illustrate the ease of alkyl halide formation under the reaction conditions: Formation of 1-bromo-3-phenylpropane was found to be rapid on addition of LiBr to a solution of 3-phenylpropyl tosylate (GC/MS).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.