Croatica Chemica Acta, Vol. 77 No. 1-2, 2004.
Izvorni znanstveni članak
Synthesis and Photochemistry of Styryl Substituted Annelated Furan Derivatives. IV. Concentration Directed Intra- and/or Intermolecular [2+2] Cycloaddition
Irena Škorić
; Department of Organic Chemistry, Faculty of Chemical Engineering and Technology, University of Zagreb, Marulićev trg 19, 10000 Zagreb, Croatia
Željko Marinić
; The Rugjer Bošković Institute, P. O. Box 180, 10002 Zagreb, Croatia
Marija Šindler-Kulyk
; Department of Organic Chemistry, Faculty of Chemical Engineering and Technology, University of Zagreb, Marulićev trg 19, 10000 Zagreb, Croatia
Sažetak
New cyclobutane derivatives have been synthesized by intermolecular photochemical [2+2] ethene-ethene »head-to-head« (9a,b) and »head-to-tail« (10a,b–11a,b) as well as [2+2] ethenefuran (12a,b) cycloaddition from 2-[2-(2-vinylphenyl)ethenyl]benzo[b]furan (2a) and 2-[2-(2-methylphenyl)ethenyl]benzo[b]furan (2b), respectively. All compounds were isolated and characterized by spectroscopic methods. Under the benzene solution irradiation of 5 × 10-1 mol dm-3 concentration and higher, 2-[2-(2-vinylphenyl)ethenyl]benzo[b]furan (2a) gave only dimeric products (9a–12a). At the 1 × 10-1 mol dm-3 concentration, a mixture of dimers (9a–12a) and 7,12-dihydro-7,12-methano-6H-benzo[4,5]cyclohepta[1,2-b]benzofuran (5) was formed in a ratio 2:1.
Ključne riječi
synthesis; photochemistry; furan; cyclobutane; benzo[b]furan; cycloaddition
Hrčak ID:
102660
URI
Datum izdavanja:
31.5.2004.
Posjeta: 1.299 *