Original scientific paper

https://doi.org/10.5562/cca2120

Photochemical and Thermal Transformations of Thiophene o-Distyrylbenzene Analogues in Acidic Media

Dragana Vuk ; Department of Organic Chemistry, Faculty of Chemical Engineering and Technology, University of Zagreb, Marulićev trg 19, HR-10000 Zagreb, Croatia
Željko Marinić ; Center for NMR, Ruđer Bošković Institute, Bijenička cesta 54, HR-10000 Zagreb, Croatia
Krešimir Molčanov ; Department of Physical Chemistry, Ruđer Bošković Institute, Bijenička cesta 54, HR-10000 Zagreb, Croatia
Biserka Kojić-Prodić ; Department of Physical Chemistry, Ruđer Bošković Institute, Bijenička cesta 54, HR-10000 Zagreb, Croatia
Marija Šindler-Kulyk ; Department of Organic Chemistry, Faculty of Chemical Engineering and Technology, University of Zagreb, Marulićev trg 19, HR-10000 Zagreb, Croatia

Abstract

Intramolecular photochemical reactions of thiophene analogues of o-distyrylbenzene, 2,2'-(o-phe-nylenedivinylene)dithiophenes (1a,b), 3,3'-(o-phenylenedivinylene)dithiophene (2a) and 3,3'-(o-phenylene¬divinylene)dibenzothiophene (2b), were studied in acidic media at low concentrations. A 1,6- and 1,5-ring closure of hexatriene system leading to dihydronaphthalene or indene derivatives, respectively, was observed. (doi: 10.5562/cca2120)

Keywords

electrocyclization; photochemistry; protonation; thiophenes; o-divinylbenzenes

Hrčak ID:

93730

URI

https://hrcak.srce.hr/93730

Publication date:

17.12.2012.

Visits: 2.316 *