Relative Stability and Structure of Dihydro-1,2,4-triazines: A Theoretical Study
A brief survey is given on the synthesis and structure elucidation for dihydro-1,2,4-triazines. The relative stability of nine possible dihydro-1,2,4-triazines and three dihydrotriazinium cations is studied at HF, MP2, generalized gradient approximation DFT, and CBS-4 levels of theory. The structura...
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| Published in | Journal of organic chemistry Vol. 63; no. 17; pp. 5824 - 5830 |
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| Main Authors | , , , |
| Format | Journal Article |
| Language | English |
| Published |
United States
American Chemical Society
21.08.1998
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| Online Access | Get full text |
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| Abstract | A brief survey is given on the synthesis and structure elucidation for dihydro-1,2,4-triazines. The relative stability of nine possible dihydro-1,2,4-triazines and three dihydrotriazinium cations is studied at HF, MP2, generalized gradient approximation DFT, and CBS-4 levels of theory. The structural consequences of the inclusion of the electron correlation are also given. We attempt to rationalize the experimental findings using high-quality theoretical results. The quantum chemical calculations support that the most stable isomer is the 2,5-dihydro-1,2,4-triazine and all the other relatively stable isomers have been experimentally identified correctly. Several experimental papers report structures that have been proved to be nonexistent. These structures have energy that is too high according to the best-quality calculations. |
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| AbstractList | A brief survey is given on the synthesis and structure elucidation for dihydro-1,2,4-triazines. The relative stability of nine possible dihydro-1,2,4-triazines and three dihydrotriazinium cations is studied at HF, MP2, generalized gradient approximation DFT, and CBS-4 levels of theory. The structural consequences of the inclusion of the electron correlation are also given. We attempt to rationalize the experimental findings using high-quality theoretical results. The quantum chemical calculations support that the most stable isomer is the 2,5-dihydro-1,2,4-triazine and all the other relatively stable isomers have been experimentally identified correctly. Several experimental papers report structures that have been proved to be nonexistent. These structures have energy that is too high according to the best-quality calculations. |
| Author | Nyitrai, József Nagy, József Vágó, István Csonka, Gábor I |
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| Cites_doi | 10.1002/(SICI)1096-987X(199709)18:12<1534::AID-JCC10>3.0.CO;2-K 10.1103/PhysRev.46.618 10.1139/v72-250 10.1103/PhysRevA.38.3098 10.1063/1.470985 10.1039/P19930000661 10.1039/P19880003267 10.1248/cpb.35.1378 10.1002/cber.19691020545 10.1021/ja00484a004 10.1016/0009-2614(96)00508-8 10.1039/jr9630001628 10.1002/9780470187050 10.1002/cber.19580910913 10.1248/cpb.36.1721 10.1002/jhet.5570200404 10.1016/0040-4020(77)80223-8 10.1016/0008-6215(95)00175-S 10.1016/0009-2614(95)00846-V 10.1002/cber.19590921014 10.1039/jr9620001805 10.1139/p80-159 10.1063/1.464913 10.1135/cccc19812068 10.1002/(SICI)1096-987X(199702)18:3<330::AID-JCC4>3.0.CO;2-V |
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| Title | Relative Stability and Structure of Dihydro-1,2,4-triazines: A Theoretical Study |
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