Naslov
Twofold photochemical dehydrocyclization reaction of substituted 2, 5-distyrylthiophenes and 2, 5-distyrylfurans

Autori
Bajić, Miroslav ; Karminski-Zamola, Grace ; Blažević, Nikola

Izvornik
Croatica chemica acta (0011-1643) 65 (1992), 4; 835-846

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Twofold photochemical dehydrocyclization; furans

Sažetak
The Photochemistry or 2, 5-distyrylthiophenes and 2, 5-distyrylfurans was investigated. Dinaphtho[2, 1-b:1', 2'-d]thiophene derivatives 26, 27 and 28 and dinaphtho[2, 1-b:1', 2'-d]furan derivative 30 were detected as products of twofold photochemical dehydrocyclization. Dinaphtho[2, 1-b:1', 2'-d]furan derivative 31 was prepared by onefold photochemical dehydrocyclization reaction from styryl derivative of naphtho[2, 1-b]furan 24, dinaphtho[2, 1-b:1', 2'-d]furan derivative 32 was prepared by hydrolysis of dinaphtho[2, 1-b:1', 2'd]furan derivative 30. The presence or E-2-(2-carboxystyryl)naphtho[2, 1-b]thiophene-5-methoxylate (23) or E-2-(2-carboxystyryl)naphtho[2, 1-b]furan-5-methoxylate (24) was not recorded as the product or onefold photochemical dehydrocyclization reaction derived from 2, 5-distyrylthiophene derivative 9 or 2, 5-distyrylfuran derivative 10, but they were synthesized from 19 and 20 according to the schemes. The mechanism of the twofold photochemical dehydrocyclization reaction is discussed.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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