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|
| Type |
Poster Presentation |
| Area |
Physical Chemistry |
| Room No. |
Grand Ballroom |
| Time |
10월 19일 (금요일) 11:00~12:30 |
| Code |
PHYS.P-202 |
| Subject |
A Comparative Nucleophilic Substitution at Carbon, Sulfur and Phosphorus Centers: (SN2@C), (SN2@S) and (SN2@P) |
| Authors |
Adhikary Keshab Kumar, Nasir Shahzad, Chan Kyung Kim*
Department of Chemistry & Chemical Engineering, Inha University, Korea
|
| Abstract |
Three prototypical model systems for bimolecular nucleophilic substitution at carbon (SN2@C), sulfur (SN2@S) and phosphorus SN2@P were studied for finding the general phenomena using the B3LYP/6-311+G(d,p) level of theory. The models are chosen as:
At carbon, X– + CH3C(=O)Y (SN2@C)
At sulfur, X– + (CH3)S(=O)2Y (SN2@S)
At phosphorus, X– + (CH3)2P(=O)Y (SN2@P
The SN2@C involves the characteristic transition state [X—C(O)—Y]– reflected in the double-well potential energy surface (PES). Similarly, it was found to be the same in the SN2@S system except for the asymmetric nucleophilic attack. We considered symmetric and asymmetric nucleophilic reactions in our model systems. In the case of symmetric nucleophilic attack at the phosphorus (SN2@P), the reaction mechanism shows the double-well PES involving a transition state. In the case of asymmetric nucleophilic attack, two competing mechanisms were found: frontal or rear-side attack and the reaction mechanism depended on the conformation of the reactants. |
| E-mail |
keshabadhikary@yahoo.com |
|
122nd General Meeting of the KCS