- Chrysene-Based Azahelicene π-Linker of D-π-D-Type Hole-Transporting Materials for Perovskite Solar Cells
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Chrysene is a readily available material for exploring new polycyclic aromatic hydrocarbons (PAHs). In this study, two chrysene based azahelicenes, nine-membered BA7 and ten-membered DA6, are constructed by intermolecular oxidative annulation of 6-aminochrysene and intramolecular annulation of N6,N12-bis(1-chloronaphthalen-2-yl)chrysene-6,12-diamine, respectively. The hexylated BA7 and DA6 and their brominated products were undoubtedly characterized by single crystal XRD. Subsequent amination with bis(9-methyl-9H-carbazol-3-yl)amine (BMCA) electron donor afforded D-π-D-type semiconductors BA7-BMCA and DA6-BMCA with beneficial properties to act as hole transport materials for perovskite solar cell. Compared with 19.4 % champion power conversion efficiency (PCE) of BA7-BMCA based device, a higher PCE of 20.2 % for DA6-BMCA counterpart may be attributed to its S-shaped double helicene-like linker with extended π-conjugated system.
- Tang, Zefeng,Li, Tianyu,Cao, Yucai,Zhang, Yuyan,He, Lifei,Zheng, Aibin,Lei, Ming
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p. 4923 - 4928
(2021/10/19)
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- Facile synthesis of biologically active heterocycles by indium-induced reactions of aromatic nitro compounds in aqueous ethanol
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Indium/ammonium chloride-induced reduction of aromatic nitro compounds to aromatic amines in aqueous ethanol was developed. Useful chemoselectivity was observed in the reduction reaction. This method was extended to reductive cyclization and rearrangement toward the synthesis of various biologically active heterocycles, including quinoline, oxazines, quinalonones, and phenanthridine in excellent yield. The oxophilicity of indium metal influenced the reaction in aqueous ethanol. Metals like zinc and tin were not effective in promoting this kind of reactions under the present environmentally friendly conditions.
- Banik, Bimal K.,Banik, Indrani,Samajdar, Susanta,Wilson, Mary
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p. 283 - 296
(2007/10/03)
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- Design and synthesis of novel chrysene-linked pyrrolo[2,1-c][1,4]-benzodiazepine hybrids as potential DNA-binding agents
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Chrysene-linked pyrrolobenzodiazepine hybrids have been prepared that posses cytotoxicity in some cancer cell lines. They also exhibit promising DNA-binding affinity and this is supported by molecular modeling studies.
- Kamal, Ahmed,Ramesh,Ramulu,Srinivas,Rehana, Tasneem,Sheelu
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p. 3451 - 3454
(2007/10/03)
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- Polycyclic aromatic compounds as anticancer agents: Structure-activity relationships of chrysene and pyrene derivatives
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A large number of diamides and diamines were synthesized using 6-amino chrysene and 1-amino pyrene as starting materials. A structure-activity study with cis-platinum as internal control against animal and human tumor lines was carried out in vitro. This study indicated that the in vitro cytotoxicity toward these lines depends on the functionality present in the molecules. The diamino compounds were found to be more potent than the diamides, and these were equally active irrespective of the end heterocyclic group whereas the activity of the diamides was strongly dependent on the terminal unit. In general, the diamides containing chrysene as the chromophore were more active than those with a pyrene ring. The size of the end heterocyclic ring, along with the nature of the spacer connecting the polycyclic ring to the heterocyclic ring, seemed to affect the biological activity in certain stabilizing agens. This agent also demonstrated the stabilizing agents. This agent also demonstrated the capacity to produce differentiation in leukemia cells lines.
- Banik, Bimal K,Becker, Frederick F
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p. 593 - 605
(2007/10/03)
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- Ultrasound-promoted highly efficient reduction of aromatic nitro compounds to the aromatic amines by samarium/ammonium chloride
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Ultrasound-promoted, highly efficient reduction of several aromatic nitro compounds to the aromatic amines was achieved by samarium/ammonium chloride mediated reaction. (C) 2000 Elsevier Science Ltd.
- Basu, Manas K.,Becker, Frederick F.,Banik, Bimal K.
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p. 5603 - 5606
(2007/10/03)
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- Indium/ammonium chloride mediated selective reduction of aromatic nitro compounds: Practical synthesis of 6-aminochrysene
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Reduction of aromatic and heteroaromatic nitro compounds to the corresponding amino compounds was achieved by indium/ammonium chloride induced reaction in aqueous ethanol. This method was extended for the preparation of large quantities of 6-aminochrysene in excellent yield.
- Banik,Suhendra,Banik,Becker
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p. 3745 - 3754
(2007/10/03)
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- A facile reduction of aromatic nitro compounds to aromatic amines by samarium and iodine
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A simple method for the reduction of aromatic nitro compounds to aromatic amines was developed using samarium and catalytic amounts of iodine.
- Banik, Bimal K.,Mukhopadhyay, Chhanda,Venkatraman,Becker, Frederick F.
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p. 7243 - 7246
(2007/10/03)
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- Determination of Nitro Polynuclear Aromatic Hydrocarbons in Air and Diesel Particulate Matter Using Liquid Chromatography with Electrochemical and Fluorescence Detection
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Three different approaches to the liquid chromatographic detection of nitro polynuclear aromatic hydrocarbons in air and diesel particulate extracts are presented, based on differential pulse (LCDPD) and amperometric (LCEC) electrochemical detection and fluorescence detection following on-line reduction to the amine (LCFI).The particulate extraction/fractionation procedure for each detection approach is discussed.The operational advantages of oxygen removal with a platinum oxygen scrubber ( all three types of detection), the use of modulated pulse detection, and wavele nght-programmed fluorescence detection are explored. 1-Nitropyrene is determined in Standard Reference Material (SRM) 1650 diesel particulate matter and in several other " round robin " samples by all three methods.Results are compared to those obtained by other techniques (gas chromatography/ mass spectrometry) and by other laboratories (LCFI).Additionally, 2-nitrofluorene, 9-nitroanthracene, 7-nitrobenzanthracene, and 6-nitrobenzopyrene are determined in SRM 1650 by LCFI.The detection limits for 1-nitropyrene (expressed as picograms) are 5200 (LCDPD), 60 (LCEC), and 10 (LCFI).
- MacCrehan, W. A.,May, W. E.,Yang, S. D.,Benner, B. A.
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p. 194 - 199
(2007/10/02)
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