Functionalized Asymmetric Linear Acenes for High‐Performance Organic Semiconductors

A series of compounds from the tetraceno[2,3‐b]thiophene and the anthra[2,3‐b]thiophene family of semiconducting molecules has been made. Specifically, synthetic routes to functionalize the parent molecules with bromo and then hexyl groups are shown. The bromo‐ and hexyl‐functionalized tetraceno[2,3‐b]thiophene and anthra[2,3‐b]thiophene were characterized in the top‐contact thin‐film transistor (TFT) geometry. They give high mobilities, ranging from 0.12 cm² V^?1 s^?1 for α‐n‐hexylanthra[2,3‐ b]thiophene to as high as 0.85 cm² V^?1 s^?1 for α‐bromotetraceno[2,3‐b]thiophene. Notably, grain size increases, going from the shorter anthra[2,3‐b]thiophene core to the longer tetraceno[2,3‐b]thiophene core, with a corresponding increase in mobility. The transition from undesirable 3D to desirable 2D thin‐film growth is explained by the increase in length of the molecule, in this case by one benzene ring, which results in an increase in intralayer interactions relative to interlayer interactions.     

Tolerance to Thiarubrines from Ambrosia chamissonis by the Rare Moth Lasionycta wyatti

The larvae of a rare noctuid moth, Lasionycta wyatti, were found to be associated with the stems and roots of Ambrosia chamissonis, a species found along sandy beaches in western North America. High-performance liquid chromatographic (HPLC) analyses of L. wyatti larvae and their frass revealed significant amounts of thiarubrines, secondary compounds characteristic of this host plant. Artificial diet studies showed that thiarubrines were well tolerated by these larvae. These same diets, however, were toxic to larvae of Manduca sexta and inhibited larval growth of Spodoptera litura. Even in the presence of simulated sunlight, artificial diets containing thiarubrines did not affect larvae of L. wyatti. However, dietary incorporation of thiophenes, natural UV-activated breakdown products of thiarubrines, was deleterious to larvae of L. wyatti.     

Complex Extraction of Thiophenes Using Room Temperature Ionic Liquids

Abstract

Two kinds of room temperature ionic liquids (RTILs) 1-butyl-3-methyl limidazolium chloroaluminate (III) ([bmim]Cl+AlCl₃) and 1-butyl-3-methyl limidazolium hexfluorophosphate ([bmim]PF6) were synthesized, respectively, and the removal of thiophenes from refined diesel was studied by the method of complex extraction. The results showed that under the best operational conditions, the content of thiophenes went down 46 wt% in chloroaluminate RTIL and 69 wt% in hexfluorophosphate RTIL, and other properties of diesel were improved at the same time. Both of the two kinds of RTILs can be used for several times through regenerating.     

Palladium (0) catalyzed Suzuki cross-coupling reactions of 2,4-dibromothiophene: selectivity,characterization and biological applications

A series of novel 2-aryl¹-4-bromothiophenes (2a–f), biarylthiophenes with non-identical aryl groups (3a–e) and biarylthiophenes with identical aryl groups (4a–f) were synthesized in moderate to excellent yields by using different arylboronic acids in a Suzuki–Miyaura cross-coupling reaction. The experimental results showed that the use of K₂CO₃ as base resulted in moderate yields compared with that of good yields obtained upon using K₃PO₄. The highest yield obtained using K₃PO₄ was 82% for 2, 4-bis (4-chlorophenyl) thiophene (4d). The synthesized compounds in the present study were examined for their biofilm inhibition and hemolysis assay. Among all compounds 2, 4-bis (4-methoxyphenyl) thiophene (4b) was found to strongly inhibit the formation of bacterial biofilm against E. coli. The compound 4b exhibited higher inhibition (80.92%) compared with the standard Rifampicin with 97.43% inhibition. The compound 2, 4-bis (4-chlorophenyl) thiophene (4d) displayed strong anti-biofilm activity with its ability to prevent the formation of Pasteurell amultocida biofilm at the percent inhibition of 74.53%. In addition, 2f showed the highest percentage hemolysis 16.0% compared with that of the standard Triton-X-100. 3     

联芳化合物的合成进展

联芳类化合物是许多天然有机物的重要组成部分，它在化工、医药、食品等领域的用途日益广泛，本文分别从带原偶合、氧化偶合以及其它合成方法等方面论述了近年来合成联芳类化合物的一些新方法。     

Recent trends in the chemistry of aminobenzo[b]thiophenes

The chemistry of aminobenzo[b]thiophenes has gained increased interest in both synthetic organic chemistry and biological fields and has considerable value. Some of the reactions have been successfully applied for the production of various fused heterocycles. The present review covers the literature up to date for the synthesis, reactions and applications of such compounds.     

Synthesis of 2,5-diaroyl-3-arylthiophenes: novel tandem reactions mediated 3+2-self annulation of bis(aroylmethyl) sulfides

A series of 2,5-diaroyl-3-arylthiophenes were obtained from the 3+2-self annulation of bis(aroylmethyl) sulfides in the presence of sodium hydroxide. This transformation occurs presumably via a tandem intermolecular condensation - ring closing intramolecular displacement-aromatization via air oxidation and elimination sequence.