Highly efficient and facile alkylation of 4H-cyclopenta-[2,1-b:3,4-b′]dithiophene in water

Abstract

A facile and highly economical methodology for the dialkylation of 4H-cyclopenta-[2,1-b:3,4-b′]dithiophene is reported.

Transition‐Metal‐Catalyzed Acyloxylation: Activation of C(sp2)–H and C(sp3)–H Bonds

“…Despite the reactivity of aromatic alcohols, aliphatic-allylic and heteroaromatic benzyl alcohols remained unreactive. [106] The Scheme 51. KMnO 4 -promoted α-acyloxylation of cyclic enones.…”

Effects of Electron-Donating and Electron-Accepting Substitution on Photovoltaic Performance in Benzothiadiazole-Based A–D–A′–D–A-Type Small-Molecule Acceptor Solar Cells

“…The chemical structures of PBDB-T polymer donors, BTCPDT , BTCPDTO4 , and BTCPDTF NFRAs, and the design routes are shown in Figure a and Scheme S1, respectively. Starting from 4 H -cyclopenta­[2,1- b :3,4- b ′]­dithiophene 1 , we synthesized 4,4-bis­(2-ethylhexyl)-4 H -cyclopenta­[2,1- b :3,4- b ′]­dithiophene 2 through facile aqueous conditions . Then, compound 2 was stannylated to obtain the mono stannylated compound 3 .…”

“…Starting from 4H-cyclopenta[2,1-b:3,4-b′]dithiophene 1, we synthesized 4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b:3,4-b′]dithiophene 2 through facile aqueous conditions. 47 Then, compound 2 was stannylated to obtain the mono stannylated compound 3. Next, Stille cross-coupling of three equivalents of 3 was conducted with 4a, 4b, and 4c using Pd(dba) 3 and tri(otolyl)phosphine as the catalyst precursors to afford compounds 5a, 5b, and 5c, followed by the Vilsmeier−Haack reaction to obtain formylated compounds 6a, 6b, and 6c, respectively.…”

Bis-Azide Low-Band Gap Cross-Linkable Molecule N3-[CPDT(FBTTh2)2] to Fully Thermally Stabilize Organic Solar Cells Based on P3HT:PC61BM

“…Two synthetic pathways have been utilized in this study to substitute the 4,4′-position of CPDT with a linear alkyl chain bearing different functional groups (N 3 , Br) to achieve a CPDT-based molecule in fewer steps 33 (Scheme S1 in the Supporting Information). Several attempts were made to stannylate such molecules, without any success.…”