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Volumn 129, Issue 19, 2007, Pages 6298-6307

Aryl to aryl palladium migration in the Heck and Suzuki coupling of o-halobiaryls

Author keywords

[No Author keywords available]

Indexed keywords

COMPUTATIONAL METHODS; ORGANIC ACIDS; ORGANOMETALLICS; PALLADIUM; REACTION KINETICS;

EID: 34249074441     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja069238z     Document Type: Article
Times cited : (97)

References (57)
  • 14
  • 19
    • 34249016170 scopus 로고    scopus 로고
    • All stated yields are relative to the total amount of starting material, with reactions run until the starting material was completely consumed, unless stated otherwise
    • All stated yields are relative to the total amount of starting material, with reactions run until the starting material was completely consumed, unless stated otherwise.
  • 21
    • 34248994739 scopus 로고    scopus 로고
    • To be more precise, we can switch on or off the formation of the migration product. The present evidence does not directly speak to whether the migration is slowed or whether the coupling reactions are accelerated
    • To be more precise, we can switch on or off the formation of the migration product. The present evidence does not directly speak to whether the migration is slowed or whether the coupling reactions are accelerated.
  • 22
    • 34249012246 scopus 로고    scopus 로고
    • Energies are for gas phase calculations, including zero-point energies. Basis sets are as follows: C and H, 6-31G(d); N and O, 6-311+G(2d); P, 6-311 +G(3df); I, LANL2DZ + s and p diffuse functions and d and f polarization functions; Pd, LANL2DZ with f polarization functions.
    • Energies are for gas phase calculations, including zero-point energies. Basis sets are as follows: C and H, 6-31G(d); N and O, 6-311+G(2d); P, 6-311 +G(3df); I, LANL2DZ + s and p diffuse functions and d and f polarization functions; Pd, LANL2DZ with f polarization functions.
  • 23
    • 34249103415 scopus 로고    scopus 로고
    • For leading mechanistic studies suggesting electrophilic species in intramolecular C-H activation by palladium, see refs 24-27
    • For leading mechanistic studies suggesting electrophilic species in intramolecular C-H activation by palladium, see refs 24-27.
  • 39
    • 34249028079 scopus 로고    scopus 로고
    • For a Pt(IV) hydride, see refs 40 and 41.
    • For a Pt(IV) hydride, see refs 40 and 41.
  • 46
    • 34249005710 scopus 로고    scopus 로고
    • The 2-position of benzofuran can readily be palladated catalytically via C-H activation. See ref 47 for a leading reference
    • The 2-position of benzofuran can readily be palladated catalytically via C-H activation. See ref 47 for a leading reference.
  • 49
    • 34249109253 scopus 로고    scopus 로고
    • Computations on the enthalpies of the corresponding naked anions of model biaryls are qualitatively consistent with the product distributions, although the energy differences are much larger than our observed product distributions justify. See the Supporting Information for these data and a brief discussion
    • Computations on the enthalpies of the corresponding naked anions of model biaryls are qualitatively consistent with the product distributions, although the energy differences are much larger than our observed product distributions justify. See the Supporting Information for these data and a brief discussion.
  • 51
    • 34249106571 scopus 로고    scopus 로고
    • v. 3.1: Wavefunction, Inc: 18401 Karman Ave. Irvine, CA
    • Hehre, W. Spartan, v. 3.1: Wavefunction, Inc: 18401 Karman Ave. Irvine, CA, 2002.
    • (2002) Spartan
    • Hehre, W.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.