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Thermal electrocyclization reactions II: benzooctatetraenes and benzodecapentaenes (CROSBI ID 202787)

Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija

Vuk, Dragana ; Marinić, Željko ; Molčanov, Krešimir ; Margetić, Davor ; Škorić, Irena Thermal electrocyclization reactions II: benzooctatetraenes and benzodecapentaenes // Tetrahedron, 70 (2014), 4; 886-891. doi: 10.1016/j.tet.2013.12.027

Podaci o odgovornosti

Vuk, Dragana ; Marinić, Željko ; Molčanov, Krešimir ; Margetić, Davor ; Škorić, Irena

engleski

Thermal electrocyclization reactions II: benzooctatetraenes and benzodecapentaenes

Thermal electrocyclization reactions of benzooctatetraenes and benzodecapentaenes substituted with R¼H, Cl, and methyl were studied experimentally and computationally. Methyl and unsubstituted benzooctatetraenes and benzodecapentaenes give the [4.2.0]bicyclooctadiene products by 8p, 6p- electrocyclization. Chlorine substitution led to thermal rearrangement of the initially formed 8p, 6p-electrocyclization intermediates to give unprecedented products.

polyenes ; electrocyclizations ; reaction mechanism ; rearrangements ; DFT calculations

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Podaci o izdanju

70 (4)

2014.

886-891

objavljeno

0040-4020

1464-5416

10.1016/j.tet.2013.12.027

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Kemija

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