Intramolecular 1, 3-dipolar Cycloreversion - a Key Step in Novel Thermal Isomerisations of Cyclobutane Di-(carbomethoxy) Triazolines (CROSBI ID 499840)
Prilog sa skupa u zborniku | izvorni znanstveni rad | međunarodna recenzija
Podaci o odgovornosti
Margetić, Davor ; Jin, Chuan-Ming ; Warrener, Ronald N. ; Butler, Douglas N.
engleski
Intramolecular 1, 3-dipolar Cycloreversion - a Key Step in Novel Thermal Isomerisations of Cyclobutane Di-(carbomethoxy) Triazolines
Thermal isomerisation of the strained cyclobutane diester triazoline led to the formation of the product possessing a novel 1, 2, 7-triaza-[3.3.0]octa-2-ene ring system incorporated in a norbornane framework. Experimental evidence and quantum chemical calculations (DFT) have been used to support a postulated reaction mechanism involving as the first step, a rare example of intramolecular 1, 3-dipolar cycloreversion. Subsequently, several steps involving 1, 3-dipolar ring closure, [1, 3]hydrogen-shifts and an intramolecular addition are postulated leading to the observed product of this deep-seated isomerization. The influence of changing substituents on the product outcome of this novel reaction cascade was also studied
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Podaci o prilogu
--x.
2004.
objavljeno
Podaci o matičnoj publikaciji
Julio A. Seijas Vázquez, Shu-Kun Lin, De-Chun Ji
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Podaci o skupu
ECSOC-8, 8th Electronic Conference on Synthetic Organic Chemistry
poster
01.01.2004-01.01.2004
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