• Title/Summary/Keyword: stilbene

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Activation of Aromatic Carbon-Hydrogen Bonds by Palladium Trifluoroacetate Complexes (Pd(CF3CO2)2 착화합물 촉매에 의한 방향족 탄소-수소 결합의 활성화 반응)

  • Hwang, Yeong-Ae;Kim, Dong-Hwan;Baek, Du-Jong
    • Journal of the Korean Chemical Society
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    • v.50 no.5
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    • pp.369-373
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    • 2006
  • Arylation reactions of styrene catalyzed by Pd(CF3CO2)2-sulfides and Pd(CF3CO2)2-phosphines were investigated. The yield of trans-stilbene, the main product, increased as the basicity of the substituents on the aryl groups of the phosphines increased and the steric hindrance of the substituents decreased. The mechanism of the aryl migration of arylphosphines to styrene is proposed to involve the electrophilic attack of Pd to the phenyl group on the phosphines. The phosphine systems were found to be more effective than the sulfide ones.

mPW1PW91 Calculated and Experimental UV/IR Spectra of Unsymmetrical trans-Stilbenes

  • Choe, Jong-In;Park, Seong-Jun;Cho, Chul-Hee;Kim, Chul-Bae;Park, Kwang-Yong
    • Bulletin of the Korean Chemical Society
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    • v.31 no.8
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    • pp.2175-2179
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    • 2010
  • Quantum mechanical properties of unsymmetrical and unfunctionalized trans-stilbene derivatives 1-3, which had been prepared by solid-phase parallel syntheses, were characterized using mPW1PW91/6-311G(d,p) (hybrid HF-DF) calculations. The total electronic energies, normal vibrational modes, Gibbs free energies, and HOMOs and LUMOs of sixteen different structures from three different groups were analyzed. The energy differences between the HOMOs and LUMOs of the various unsymmetrical trans-stilbenes are in accord with the maximum absorption peaks of the experimental UV spectra of 1-3. The calculated normal vibrational modes of 21 were comparable with its experimental IR spectrum. The $\pi$-conjugation in the para-connected biphenyl group of 2 is better than the one in the metaconnected biphenyl group on the shorter side of 3.