Theoretical study on the addition reaction between propadienylidene and methyleneimine

Mengyuan WANG; Yungang CHEN; Shanshan DING; Yingde WANG

Makale detayları

Theoretical study on the addition reaction between propadienylidene and methyleneimine

Yazarlar:

Mengyuan WANG | Yungang CHEN | Shanshan DING | Yingde WANG

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2013 Vol.37 Issue 3, pp.335-343

Belge Tipi:

Makale

Yayın Tarihi:

2/2013

Belge Dili:

Türkçe

Document ID (Org No.):

2000727402

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527

Özet:

 

The reaction mechanism between propadienylidene and  methyleneimine was systematically investigated employing the  second-order Møller--Plesset perturbation theory (MP2) method with the  6 -- 31 + G* basis set.  Geometry optimization, vibrational analysis,  and energy property of the involved stationary points on the potential  energy surface were calculated.  The energies of the different species  were corrected by single point energy calculations at the CCSD (T) //  MP2 / 6 -- 31 + G* level.  From the surface energy profile, one  important initial intermediate characterized by a 3-membered ring  structure was located via a transition state firstly.  After that, 3  different products possessing 3- and 4-membered ring characters were  obtained through corresponding reaction pathways.  In the first  reaction pathway (1), a 3-membered ring alkyne compound was obtained.  A 4-membered ring conjugated diene compound was produced in the other  2 reaction pathways, pathways (2R) and (2L).  The energy barrier of  the rate-determining step of pathway (1) is higher than those of the  pathways (2R) and (2L), where the ultimate products of pathways (2R)  and (2L) are more stable than that of pathway (1).  Therefore, the  dominating product of the addition reaction between propadienylidene  and methyleneimine should be the 4-membered ring conjugated diene  compound.

 

The reaction mechanism between propadienylidene and  methyleneimine was systematically investigated employing the  second-order Møller--Plesset perturbation theory (MP2) method with the  6 -- 31 + G* basis set.  Geometry optimization, vibrational analysis,  and energy property of the involved stationary points on the potential  energy surface were calculated.  The energies of the different species  were corrected by single point energy calculations at the CCSD (T) //  MP2 / 6 -- 31 + G* level.  From the surface energy profile, one  important initial intermediate characterized by a 3-membered ring  structure was located via a transition state firstly.  After that, 3  different products possessing 3- and 4-membered ring characters were  obtained through corresponding reaction pathways.  In the first  reaction pathway (1), a 3-membered ring alkyne compound was obtained.  A 4-membered ring conjugated diene compound was produced in the other  2 reaction pathways, pathways (2R) and (2L).  The energy barrier of  the rate-determining step of pathway (1) is higher than those of the  pathways (2R) and (2L), where the ultimate products of pathways (2R)  and (2L) are more stable than that of pathway (1).  Therefore, the  dominating product of the addition reaction between propadienylidene  and methyleneimine should be the 4-membered ring conjugated diene  compound.

Makale detayları

Theoretical study on the addition reaction between propadienylidene and methyleneimine

Yazarlar: Mengyuan WANG | Yungang CHEN | Shanshan DING | Yingde WANG

Yayıncı: TUBITAK

Dergi: Turkish Journal of Chemistry 2013 Vol.37 Issue 3, pp.335-343

Belge Tipi: Makale

Yayın Tarihi: 2/2013

Belge Dili: Türkçe

Document ID (Org No.): 2000727402

Sıklık: İki Aylık

eISSN: 1303-6130

pISSN: 1300-0527

Sayı

Yazarlar:

Mengyuan WANG | Yungang CHEN | Shanshan DING | Yingde WANG

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2013 Vol.37 Issue 3, pp.335-343

Belge Tipi:

Makale

Yayın Tarihi:

2/2013

Belge Dili:

Türkçe

Document ID (Org No.):

2000727402

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527