A THEORETICAL STUDY ON THE MECHANISM OF THE ADDITION REACTION BETWEEN CYCLOPROPENYLIDENE AND ETHYLENE

Journal of The Chilean Chemical Society

WANG, WEIHUA¹  LI, PING¹  LI, ZHEN²  SUN, QIAO²  TAN, XIAO JUN³  WANG, GUORONG³ 

[1] Qufu Normal University, Qufu, People's Republic of China;The University of Queensland, Australia;University of Jinan, Jinan, People's Republic of China

关键词: Cyclopropenylidene;    Ethylene;    Addition reaction;    Theoretical study.;   

DOI  :  10.4067/S0717-97072012000200025

学科分类：化学（综合）

来源: Sociedad Chilena de Quimica

【 摘 要 】

The reaction mechanism between cyclopropenylidene and ethylene has been systematically investigated employing the MP2/6-311+G* level of theory to better understand the cyclopropenylidene reactivity with unsaturated hydrocarbons. Geometry optimization, vibrational analysis, and energy property for the involved stationary points on the potential energy surface have been calculated. Energies of all the species are also further refined by the CCSD(T)/6-311+G* single-point calculations. Firstly, one important reaction intermediate (INTa) has been located via a transition state (TSa). After that, the common intermediate (INTb) for the two pathways (1) and (2) has been formed via TSb. At last, two different products possessing three- and four-membered ring characters have been obtained through two reaction pathways. In the reaction pathway (1), a three-membered ring alkyne compound has been obtained. As for the reaction pathway (2), a four-membered ring conjugated diene compound has been formed, which is the most favorable reaction to occur from the kinetic and thermodynamic viewpoints.

【 授权许可】

Unknown