One-Pot Regiodirected Annulations for the Rapid Synthesis of ?-Extended Oligomers
| Autor: | Peshawa Osw, Dario Pasini, Samuel I. Etkind, Riccardo Po, Andrea Nitti, Chiara Botta, Timothy M. Swager, Giuseppe Calcagno, Gabriele Bianchi |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2020 |
| Předmět: |
Annulation
Letter 010405 organic chemistry Chemistry Organic Chemistry Aldol condensation Physical and Theoretical Chemistry DIRECT ARYLATION BITHIOPHENE COPOLYMERS CONJUGATED POLYMER HIGH-PERFORMANCE MATERIALS DESIGN CONVERSION 010402 general chemistry 01 natural sciences Biochemistry Combinatorial chemistry 0104 chemical sciences |
| Zdroj: | Organic letters (Online) 22 (2020): 3263–3267. doi:10.1021/acs.orglett.0c01043 info:cnr-pdr/source/autori:A Nitti, P Osw, G Calcagno, C Botta, SI Etkind, G Bianchi, R Po, T.M. Swager, D. Pasini/titolo:One-Pot Regiodirected Annulations for the Rapid Synthesis of ?-Extended Oligomers/doi:10.1021%2Facs.orglett.0c01043/rivista:Organic letters (Online)/anno:2020/pagina_da:3263/pagina_a:3267/intervallo_pagine:3263–3267/volume:22 Organic Letters |
| Popis: | We demonstrate the broad applicability of the annulation protocol combining, in one pot, a direct arylation and cross aldol condensation for the straightforward synthesis at gram-scale of π-extended thiophene-based scaffolds. The regiospecific direct arylation drives the subsequent cross-aldol condensation proceed under the same basic conditions, and the overall protocol has broad applicability in the synthesis of extended aromatics wherein the thiophene ring is annulated with furans, pyridines, indoles, benzothiophenes, and benzofurans. These scaffolds can be further elaborated into π-extended, highly fluorescent oligomers with a central deficient benzothiadiazole unit with up to nine aromatic rings through coupling reactions. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|