Bulletin of the Korean Chemical Society

  • 제32권1호
  • /
  • Pages.89-94
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  • 2011
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  • 0253-2964(pISSN)
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  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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Ab Initio Study of Mechanism of Forming Germanic Bis-Heterocyclic Compound between Dimethyl-Germylene Carbene (Me2Ge=C:) and Acetone

  • Lu, Xiuhui (School of Chemistry and Chemical Engineering, University of Jinan) ;
  • Che, Xin (School of Chemistry and Chemical Engineering, University of Jinan) ;
  • Lian, Zhenxia (School of Chemistry and Chemical Engineering, University of Jinan) ;
  • Li, Yongqing (School of Chemistry and Chemical Engineering, University of Jinan)
  • 투고 : 2010.07.29
  • 심사 : 2010.10.25
  • 발행 : 2011.01.20
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초록

The mechanism of the cycloaddition reaction of forming germanic bis-heterocyclic compound between singlet dimethylgermylene carbene and acetone has been investigated with CCSD(T)//B3LYP/6-$31G^*$ method. From the potential energy profile, it can be predicted that, this reaction has one dominant channel. The presented rule of this dominant channel is that the two reactants firstly form a four-membered ring carbene (RC4) through the [2+2] cycloaddition reaction. Due to $sp^2$ hybridization of carbene C atom in RC4, RC4 further combines with acetone to form a reactant complexe (RC5). Due to the further $sp^3$ hybridization of carbene C atom in RC4, RC5 isomerizes to a germanic bisheterocyclic compound (P6) via the transition state (TS5).

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참고문헌

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피인용 문헌

  1. A computational study of the addition reaction of cyclopropenylidene with methyleneimine vol.87, pp.5, 2013, https://doi.org/10.1134/S0036024413050336