Name
Abstract | ||
|---|---|---|
Substituent interaction energy (SIE) was defined as the energy change of the isodesmic reaction X-spacer-Y + H-spacer-H --> X-spacer-H + H-spacer-Y. It was found that this SIE followed a simple equation, SIE(X,Y) = -ksigma(X)sigma(Y), where k was a constant dependent on the system and sigma was a certain scale of electronic substituent constant. It was demonstrated that the equation was applicable to disubstituted bicyclo [2.2.2] octanes, benzenes, ethylenes, butadienes, and hexatrienes. It was also demonstrated that Hammett's equation was a derivative form of the above equation. Furthermore, it was found that when spacer = nil the above equation was mathematically the same as Pauling's electronegativity equation. Thus it was shown that Hammett's equation was a derivative form of the generalized Pauling's electronegativity equation and that a generalized Pauling's electronegativity equation could be utilized for diverse X-spacer-Y systems. In addition, the total electronic substituent effects were successfully separated into field/inductive and resonance effects in the equation SIE(X,Y) = -k(1)F(X)F(Y) - k(2)R(X)R(Y) - k(3)(FXRY + RXFY). The existence of the cross term (i.e., FXRY and RXFY) suggested that the field/inductive effect was not orthogonal to the resonance effect because the field/inductive effect from one substituent interacted with the resonance effect from the other. Further studies on multi-substituted systems suggested that the electronic substituent effects should be pairwise and additive. Hence, the SIE in a multi-substituted system could be described using the equation SIE(X-1, X-2,..,X-n) = -Sigma(i=1)(n-1)Sigma(j=i+1)(n)k(ij)sigma(Xi)sigma(Xj). |
Year | DOI | Venue |
|---|---|---|
2004 | 10.1021/ci0342122 | JOURNAL OF CHEMICAL INFORMATION AND COMPUTER SCIENCES |
Field | DocType | Volume |
Isodesmic reaction,Electronegativity,Hammett equation,Bicyclic molecule,Computational chemistry,Substituent,Chemistry,Yukawa–Tsuno equation,Interaction energy | Journal | 44 |
Issue | ISSN | Citations |
2 | 0095-2338 | 2 |
PageRank | References | Authors |
0.56 | 0 | 5 |
Name | Order | Citations | PageRank |
|---|---|---|---|
| Lei Liu | 1 | 11 | 3.42 |
| Yao Fu | 2 | 3 | 1.33 |
| Rui Liu | 3 | 2 | 0.56 |
| Rui-Qiong Li | 4 | 2 | 0.56 |
| Qing-xiang Guo | 5 | 8 | 2.70 |