A computational study of the addition reaction of cyclopropenylidene with methyleneimine

Li, Qingling, Sun, Qiao, Gu, Jinsong and Tan, Xiaojun (2013) A computational study of the addition reaction of cyclopropenylidene with methyleneimine. Russian Journal of Physical Chemistry A, 87 5: 806-812. doi:10.1134/S0036024413050336


Author Li, Qingling
Sun, Qiao
Gu, Jinsong
Tan, Xiaojun
Title A computational study of the addition reaction of cyclopropenylidene with methyleneimine
Journal name Russian Journal of Physical Chemistry A   Check publisher's open access policy
ISSN 0036-0244
1531-863X
Publication date 2013-05
Sub-type Article (original research)
DOI 10.1134/S0036024413050336
Volume 87
Issue 5
Start page 806
End page 812
Total pages 7
Place of publication Moscow, Russian Federation
Publisher M A I K Nauka - Interperiodica
Collection year 2014
Language eng
Formatted abstract
The reaction mechanism between cyclopropenylidene and methyleneimine has been systematically investigated at the MP2/6–31+G٭ level of theory, including geometry optimization, vibrational analysis, and energy property for the involved stationary points on the potential energy surface. The energies of the different species are calculated by the single point energy calculations of CCSD(T)/6-31+G*//MP2/6-31+G٭ level. It was found that an important initial intermediate (INTA) characterized by spiro-compound structure has been located along the three pathways (1), (2R), and (2L) firstly. After that, another common intermediate (INTB) has been formed via TSB. At last, three different products possessing three- and four-membered ring characters have been obtained through corresponding reaction pathways. In the first reaction pathway (1), a three-membered ring alkyne compound has been obtained. As for the other two reaction pathways (2R) and (2L), the four-membered ring conjugated diene compound has been produced. As a result, the energy barrier of the rate-determining step of the pathway (1) is lower than that of the pathway (2R) and (2L), and the ultima product of pathway (2R) and (2L) is more stable than that of the pathway (1).
Keyword Cyclopropenylidene
Methyleneimine
Reaction mechanism
MP2 method
C3H2 isomers
Ab-initio
Spectrum
Automerizations
Isomerizations
Identification
Propynylidene
Methylenimine
Propargylene
Molecules
Q-Index Code C1
Q-Index Status Confirmed Code
Institutional Status UQ

Document type: Journal Article
Sub-type: Article (original research)
Collections: Official 2014 Collection
Australian Institute for Bioengineering and Nanotechnology Publications
 
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