| ชื่อเรื่อง | : | π-Bond screening in benzonorbornadienes : the role of 7-Substituents in governing the facial selectivity for the Diels-Alder reaction of Benzonorbornadienes with 3,6-Di(2-pyridyl)-s-Tetrazine |
| นักวิจัย | : | Warrener, Ronald Norman. , Harrison, Peter A. |
| คำค้น | : | Ring formation (Chemistry) , TBA. , TBA. , Diels-Alder reaction. , Pyridazines. , Chemistry. , 3,6-di(2-pyridyl)-s-tetrazine -- Cycloaddition -- Steric effects -- Endo-addition -- di(2- pyridyl)pyridazines |
| หน่วยงาน | : | Central Queensland University, Australia |
| ผู้ร่วมงาน | : | - |
| ปีพิมพ์ | : | 2544 |
| อ้างอิง | : | http://hdl.cqu.edu.au/10018/4210 |
| ที่มา | : | Warrener, R & Harrison, P 2001, "π-Bond screening in Benzonorbornadienes: The Role of 7-Substituents in Governing the Facial Selectivity for the Diels-Alder Reaction of Benzonorbornadienes with 3,6-Di(2-pyridyl)-s-Tetrazine", Molecules, vol. 6, p. 353-369. |
| ความเชี่ยวชาญ | : | - |
| ความสัมพันธ์ | : | Molecules. Switzerland : Molecular Diversity Preservation International (MDPI) AG, 2001. Vol. 6, (2001), p. 353-369 17 ppages Refereed 1420-3049 , ACQUIRE [electronic resource] : Central Queensland University Institutional Repository. |
| ขอบเขตของเนื้อหา | : | - |
| บทคัดย่อ/คำอธิบาย | : | Benzonorbornadiene 21, 7-spirocyclopropylbenzonorbornadiene 23, 7,7- dimethylbenzonorbornadiene 25, and 7-spirocyclopentylbenzonorbornadiene 27 have been reacted with 3,6-di(2-pyridyl)-s-tetrazine (rate: 21>23>25=27) to form symmetrical 4,5- dihydropyridazines which are stable towards fragmentation but rearrange with varying facility to their 1,4 isomers. The facial selectivity of attack on the π-bond changes from exo-attack for 21 and 23 to endo-attack for 25 and 27. The 7-spirocyclopropyl benzonorbornadiene 23 typically forms a mixture of dihydropyridazines with exo-stereochemistry, which undergo further stereochemical isomerisation to an exo-fused product upon acetylation (acetyl chloride in hot pyridine). Oxidation with DDQ of the dihydropyridazines individually or as mixtures gives the corresponding fused 3,6-di(2-pyridyl) pyridazines. |
| บรรณานุกรม | : |
Warrener, Ronald Norman. , Harrison, Peter A. . (2544). π-Bond screening in benzonorbornadienes : the role of 7-Substituents in governing the facial selectivity for the Diels-Alder reaction of Benzonorbornadienes with 3,6-Di(2-pyridyl)-s-Tetrazine.
กรุงเทพมหานคร : Central Queensland University, Australia. Warrener, Ronald Norman. , Harrison, Peter A. . 2544. "π-Bond screening in benzonorbornadienes : the role of 7-Substituents in governing the facial selectivity for the Diels-Alder reaction of Benzonorbornadienes with 3,6-Di(2-pyridyl)-s-Tetrazine".
กรุงเทพมหานคร : Central Queensland University, Australia. Warrener, Ronald Norman. , Harrison, Peter A. . "π-Bond screening in benzonorbornadienes : the role of 7-Substituents in governing the facial selectivity for the Diels-Alder reaction of Benzonorbornadienes with 3,6-Di(2-pyridyl)-s-Tetrazine."
กรุงเทพมหานคร : Central Queensland University, Australia, 2544. Print. Warrener, Ronald Norman. , Harrison, Peter A. . π-Bond screening in benzonorbornadienes : the role of 7-Substituents in governing the facial selectivity for the Diels-Alder reaction of Benzonorbornadienes with 3,6-Di(2-pyridyl)-s-Tetrazine. กรุงเทพมหานคร : Central Queensland University, Australia; 2544.
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