Synthesis and spectroscopic characterization of novel phenantrene and naphtho[2,1-b]thiophene derivatives
| Autor: | Kadić, Matej |
|---|---|
| Přispěvatelé: | Hranjec, Marijana |
| Jazyk: | chorvatština |
| Rok vydání: | 2017 |
| Předmět: |
organska sinteza
amides phenanthrene amidi nafto[2 1-b]tiofen PRIRODNE ZNANOSTI. Kemija. Organska kemija 1H NMR and 13C NMR spectroscopy NATURAL SCIENCES. Chemistry. Organic Chemistry 1H NMR i 13C NMR spektroskopija naphto[2 1-b]thiophene amidi fenantren nafto[2 1-b]tiofen organska sinteza 1H NMR i 13C NMR spektroskopija fenantren organic synthesis |
| Popis: | Cilj ovog rada bio je sintetizirati nove amido supstituirane derivate nafto[2,1-b]tiofena 7-8 i amido supstituirane derivate fenantrena 14-15. Za pripravu ciljnih spojeva korištene su klasične metode organske i fotokemijske sinteze. Aciklički derivati akrilonitrila 3 i 10 priređeni su kondenzacijom aldehida i odgovarajućih acetonitrila. Bazičnom hidrolizom cikličkih cijano derivata 4 i 11 priređene su odgovarajuće karboksilne kiseline 5 i 12. Amido supstituirani derivati nafto[2,1-b]tiofena 7-8 priređeni su iz nafto[2,1-b]tiofen-9-karbonil-klorida 6 reakcijom s odgovarajućim aminima, dok je amido supstituirani derivat fenantrena 15 priređen iz fenantren-9-karbonil-klorida 13. Strukture svih novo priređenih spojeva potvrđene su 1H NMR i 13C NMR spektroskopijom. Sinteza amido supstituiranog derivata fenantrena 14 nije bila uspješna. The intention of this study was to synthesize new amido substituted derivatives of naphto[2,1-b]thiophenes 7-8 and amido supstituted derivatives of phenanthrenes 14-15. For the synthesis of target compounds classical methods of organic synthesis and photochemical synthesis were used. Acyclic acrylonitriles 3 and 10 were obtained in the condensation of aldehydes and corresponding acetonitriles. Carboxylic acids 5 and 12 were prepared by basic hydrolysis of cyano substituted derivatives 4 and 11. Amido supstituted derivatives of naphto[2,1-b]thiophene 7-8 were prepared from naphto[2,1-b]thiophene-9-carbonyl-chloride 6 in the nucleophilyc substitution reaction with the appropriate amines, and amido substituted derivative of phenanthrene 15 was prepared from phenanthrene-9-carbonyl-chloride 13. Synthesis of amido derivativeof phenanthrene 14 was not successful. The structures of all newly synthesizes compounds were confirmed by means of 1H NMR and 13C NMR spectroscopy. |
| Databáze: | OpenAIRE |
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