2047-91-8Relevant articles and documents
Marked effects of indolyl vs. indolinyl substituent on solid-state structure, carrier mobility and photovoltaic efficiency of asymmetrical squaraine dyes
Yang, Lin,Yang, Qianqian,Yang, Daobin,Luo, Qian,Zhu, Youqin,Huang, Yan,Zhao, Suling,Lu, Zhiyun
, p. 18313 - 18321 (2014)
Two solution-processed asymmetrical squaraines (ASQs) with cyclopenta[b]indolinyl (1a) and cyclopenta[b]indolyl (1b) as end cappers have been designed and synthesized. Although the internal molecular structure variations are minimal, the presence of the cyclopenta[b]indolinyl group endows 1a more planar molecular structure, which results in a much more compact solid-state structure (density is 1.317 g cm-3 for 1a but is 1.187 g cm-3 for 1b), dramatically affecting charge transport in the thin films. The hole mobility of 1a:PC71BM blended film is about 7 times higher than that of 1b:PC71BM. Consequently, the maximum power conversion efficiency (PCE) value of the organic photovoltaic cells (OPVs) based on 1a of up to 4.1%, approximately 80% higher than that of 1b, is one of the highest PCEs achieved for ASQ-based bulk-heterojunction (BHJ) OPVs. This journal is
One-pot, three-component Fischer indolisation-N-alkylation for rapid synthesis of 1,2,3-trisubstituted indoles
Hughes-Whiffing, Christopher A.,Perry, Alexis
supporting information, p. 627 - 634 (2021/02/06)
A one-pot, three-component protocol for the synthesis of 1,2,3-trisubstituted indoles has been developed, based upon a Fischer indolisation-indoleN-alkylation sequence. This procedure is very rapid (total reaction time under 30 minutes), operationally straightforward, generally high yielding and draws upon readily available building blocks (aryl hydrazines, ketones, alkyl halides) to generate densely substituted indole products. We have demonstrated the utility of this process in the synthesis of 23 indoles, benzoindoles and tetrahydrocarbazoles bearing varied and useful functionality.
Soluble asphaltene oxide: A homogeneous carbocatalyst that promotes synthetic transformations
Bielawski, Christopher W.,Jung, Hyosic
, p. 15598 - 15603 (2020/05/05)
Carbocatalysts, materials which are predominantly composed of carbon and catalyze the synthesis of organic or inorganic compounds, are promising alternatives to metal-based analogues. Even though current carbocatalysts have been successfully employed in a broad range of synthetic transformations, they suffer from a number of drawbacks in part due to their heterogeneous nature. For example, the insolubility of prototypical carbocatalysts, such as graphene oxide (GO), may restrict access to catalytically-active sites in a manner that limits performance and/or challenges optimization. Herein we describe the preparation and utilization of soluble asphaltene oxide (sAO), which is a novel material that is composed of oxidized polycyclic aromatic hydrocarbons and is soluble in a wide range of organic solvents as well as in aqueous media. sAO promotes an array of synthetically useful transformations, including esterifications, cyclizations, multicomponent reactions, and cationic polymerizations. In many cases, sAO was found to exhibit higher catalytic activities than its heterogeneous analogues and was repeatedly and conveniently recycled, features that were attributed to its ability to form homogeneous phases.
Supported dual-acidic 1,3-disulfoimidazolium chlorozincate@HZSM-5 as a promising heterogeneous catalyst for synthesis of indole derivatives
Saikia, Susmita,Puri, Krishna,Borah, Ruli
, (2019/02/03)
HZSM-5-supported Br?nsted and Lewis acidic ionic solid 1,3-disulfoimidazolium chlorozincate materials ([dsim]2[ZnCl4]@HZSM-5) were synthesized with various ratios (3, 6, 9, 17 and 50% w/w). The heterogeneous materials were characterized via a variety of spectroscopic techniques. Dual acidity of these materials was determined using specified techniques. These acidic solids were examined as stable heterogeneous catalysts for the Fischer indole reaction of equimolar amounts of phenylhydrazine hydrochloride and various aliphatic or aromatic ketones at 80–90°C in neat condition to produce substituted indole derivatives. The efficient 17% ionic salt-loaded HZSM-5 composite was easily reused for ten consecutive cycles with a slight loss of its activity. The recycled catalyst was further analysed using powder X-ray diffraction and inductively coupled plasma optical emission spectrometric techniques.