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Journal articles on the topic 'Indolo[3,2-b]carbazoles'

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1

Irgashev, Roman A., Nikita A. Kazin, Gennady L. Rusinov, and Valery N. Charushin. "Nitration of 5,11-dihydroindolo[3,2-b]carbazoles and synthetic applications of their nitro-substituted derivatives." Beilstein Journal of Organic Chemistry 13 (July 14, 2017): 1396–406. http://dx.doi.org/10.3762/bjoc.13.136.

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A new general approach to double nitration of 6,12-di(hetero)aryl-substituted and 6,12-unsubstituted 5,11-dialkyl-5,11-dihydroindolo[3,2-b]carbazoles by acetyl nitrate has been developed to obtain their 2,8-dinitro and 6,12-dinitro derivatives, respectively. A formation of mono-nitro derivatives (at C-2 or C-6) from the same indolo[3,2-b]carbazoles has also been observed in several cases. Reduction of 2-nitro and 2,8-dinitro derivatives with zinc powder and hydrochloric acid has afforded 2-amino- and 2,8-diamino-substituted indolo[3,2-b]carbazoles, while reduction of 6,12-dinitro derivatives u
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2

Yudina, Larisa N., and Jan Bergman. "Synthesis and alkylation of indolo[3,2-b]carbazoles." Tetrahedron 59, no. 8 (2003): 1265–75. http://dx.doi.org/10.1016/s0040-4020(03)00029-2.

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3

Van Snick, Sven, and Wim Dehaen. "Synthesis of novel 2,8-disubstituted indolo[3,2-b]carbazoles." Org. Biomol. Chem. 10, no. 1 (2012): 79–82. http://dx.doi.org/10.1039/c1ob06298k.

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4

Kadam, Vinay S., Prachi A. Bhatt, Himadri S. Karmakar, Sanjio S. Zade, and Arun L. Patel. "Benzimidazole‐Substituted Indolo[3,2‐ b ]carbazoles: Acid‐Responsive Probes." ChemistrySelect 4, no. 13 (2019): 3948–52. http://dx.doi.org/10.1002/slct.201804064.

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5

Bergman, Jan, Niklas Wahlström, and Birgitta Stensland. "Synthesis of 2,3′-Diindolylmethanes and Substituted Indolo[3,2-b]carbazoles." Synthesis 2004, no. 08 (2004): 1187–94. http://dx.doi.org/10.1055/s-2004-822347.

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6

Bintinger, Johannes, Shyuan Yang, Philipp Fruhmann, et al. "Synthesis, characterization and printing application of alkylated indolo[3,2-b]carbazoles." Synthetic Metals 228 (June 2017): 9–17. http://dx.doi.org/10.1016/j.synthmet.2017.04.003.

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7

Dmitriev, Artem V., Azat R. Yusupov, Roman A. Irgashev, et al. "Electron-hole mobility in 6,12-di(2-thienyl)indolo[3,2-b]carbazoles." Mendeleev Communications 26, no. 6 (2016): 516–17. http://dx.doi.org/10.1016/j.mencom.2016.11.019.

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8

Santoso, Mardi, Naresh Kumar, and David StClair Black. "Some acid-catalysed reactions of indol-3-yl and indol-2-yl disubstituted methanols." Collection of Czechoslovak Chemical Communications 74, no. 7-8 (2009): 1137–50. http://dx.doi.org/10.1135/cccc2009023.

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1-Substituted indol-3-yl and indol-2-yl disubstituted methanols do not undergo acid-catalysed trimerisation to yield indolocyclotriveratrylenes, unlike the related primary 1-substituted indol-3-yl- and -2-ylmethanols. The 1-substituted indol-3-ylmethanols 10 and 11 gave diindol-3-ylmethanes 12 and 13, respectively, on treatment with p-toluenesulfonic acid in dichloromethane. In contrast, the indol-2-ylmethanols 22 and 23 gave the reduced indolo[3,2-b]carbazoles 24 and 25, respectively, on treatment with boron trifluoride etherate in benzene. An X-ray crystal structure of compound 24 is describ
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9

CHANG, FangGao, RuiPing QIN, and YuRong JIANG. "A modified double Fischer cyclization of diarylhydrazones to prepare indolo[3,2-b]-carbazoles." Chinese Science Bulletin 57, no. 7 (2012): 510–13. http://dx.doi.org/10.1360/972011-2194.

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10

Bhuyan, Pulak, Mohit Deb, Swarup Mazumder, and Biswajita Baruah. "A Simple and Efficient Method for the Synthesis of Indolo[3,2-b]carbazoles." Synthesis 2010, no. 06 (2010): 929–32. http://dx.doi.org/10.1055/s-0029-1218644.

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11

Black, David StC, Andrew J. Ivory, and Naresh Kumar. "Synthesis of indolo[3,2-b]carbazoles from 4,6-dimethoxyindole and aryl aldehydes 1." Tetrahedron 51, no. 43 (1995): 11801–8. http://dx.doi.org/10.1016/0040-4020(95)00741-p.

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12

Liang, Li-na, Tian-yun Fan, Tao Huang, Chen Yan, Mei Xu, and Sheng Liu. "A biomimetic method to synthesise indolo[3,2-a]carbazoles." Tetrahedron Letters 56, no. 2 (2015): 434–36. http://dx.doi.org/10.1016/j.tetlet.2014.11.136.

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13

Wahlström, Niklas, and Jan Bergman. "Synthesis of 2,3′-biindolyls and indolo[3,2-a]carbazoles." Tetrahedron Letters 45, no. 39 (2004): 7273–75. http://dx.doi.org/10.1016/j.tetlet.2004.08.024.

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14

Fraser, Heidi L., and Gordon W. Gribble. "A synthesis of 6,11-disubstituted benzo[b]carbazoles." Canadian Journal of Chemistry 79, no. 11 (2001): 1515–21. http://dx.doi.org/10.1139/v01-127.

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Sequential regioselective addition of organolithium reagents to indolo[1,2-b]isoquinoline-6,11-quinone (7) followed by sodium borohydride reduction of the intermediate diol 10, which is not isolated, affords 6,11-disubstituted 5H-benzo[b]carbazoles 11. The tandem combination of methyllithium and lithium triethylborohydride (Super Hydride) gives 6-methylbenzo[b]carbazole (24).Key words: benzo[b]carbazole, organolithiums, indolo[1,2-b]isoquinoline-6,11-quinone, ellipticine, indole.
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15

Panesar, Harmanpreet Kaur, Jennifer Solano, and Thomas G. Minehan. "Synthesis and DNA binding profile of N-mono- and N,N′-disubstituted indolo[3,2-b]carbazoles." Organic & Biomolecular Chemistry 13, no. 10 (2015): 2879–83. http://dx.doi.org/10.1039/c4ob02566k.

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16

Svetlichnyi, V. M., E. L. Alexandrova, L. A. Miagkova, et al. "Photophysical properties of indolo[3,2-b]carbazoles as a promising class of optoelectronic materials." Semiconductors 44, no. 12 (2010): 1581–87. http://dx.doi.org/10.1134/s1063782610120080.

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17

BLACK, D. STC, A. J. IVORY, and N. KUMAR. "ChemInform Abstract: Synthesis of Indolo(3,2-b)carbazoles from 4,6-Dimethoxyindole and Aryl Aldehydes." ChemInform 27, no. 9 (2010): no. http://dx.doi.org/10.1002/chin.199609129.

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18

Li, Y., Y. Wu, S. Gardner, and B. S. Ong. "Novel Peripherally Substituted Indolo[3,2-b]carbazoles for High-Mobility Organic Thin-Film Transistors." Advanced Materials 17, no. 7 (2005): 849–53. http://dx.doi.org/10.1002/adma.200401290.

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19

Janosik, Tomasz, and Jan Bergman. "Reactions of 2,3′-biindolyl: Synthesis of indolo[3,2-a]carbazoles." Tetrahedron 55, no. 8 (1999): 2371–80. http://dx.doi.org/10.1016/s0040-4020(99)00030-7.

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20

Xiao, Zhanhai, Yi Di, Zhifang Tan, Xudong Cheng, Bing Chen, and Jiwen Feng. "Efficient organic dyes based on perpendicular 6,12-diphenyl substituted indolo[3,2-b]carbazole donor." Photochemical & Photobiological Sciences 15, no. 12 (2016): 1514–23. http://dx.doi.org/10.1039/c6pp00286b.

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Three novel indolo[3,2-b]carbazole-based dyes have been designed and synthesized using a 6,12-diphenyl substituted indolo[3,2-b]carbazole as a donor, a thiophene cyanoacrylic acid moiety as electron acceptor and anchoring group, together with triphenylamine, 3,4,5-trimethoxybenzene and bromine as a second donor.
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21

Deb, Mohit L., Swarup Mazumder, Biswajita Baruah, and Pulak J. Bhuyan. "ChemInform Abstract: A Simple and Efficient Method for the Synthesis of Indolo[3,2-b]carbazoles." ChemInform 41, no. 30 (2010): no. http://dx.doi.org/10.1002/chin.201030121.

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22

Dmitriyev, A. V., A. R. Yusupov, R. A. Irgashev, et al. "Electroluminescence and electron–hole mobility of 6,12-di(thien-2-il)indolo[3,2-b]carbazoles." Inorganic Materials: Applied Research 8, no. 1 (2017): 172–75. http://dx.doi.org/10.1134/s2075113317010105.

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23

Tugusheva, N. Z., S. Yu Ryabova, N. P. Solov'eva, and V. G. Granik. "Investigations of indolo[3,2-b]quinolines." Chemistry of Heterocyclic Compounds 34, no. 2 (1998): 216–21. http://dx.doi.org/10.1007/bf02315188.

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24

Shu, Dongxu, Gabrielle N. Winston-McPherson, Wangze Song, and Weiping Tang. "Platinum-Catalyzed Tandem Indole Annulation/Arylation for the Synthesis of Diindolylmethanes and Indolo[3,2-b]carbazoles." Organic Letters 15, no. 16 (2013): 4162–65. http://dx.doi.org/10.1021/ol4018408.

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25

Tholander, Joakim, and Jan Bergman. "Syntheses of 6-substituted indolo[3,2-b]carbazoles, including 6-formylindolo[3,2-b]carbazole, an extremely efficient ligand for the TCDD (Ah) receptor." Tetrahedron 55, no. 19 (1999): 6243–60. http://dx.doi.org/10.1016/s0040-4020(99)00268-9.

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26

Yang, Chao, Kai Lin, Lan Huang, Wei-dong Pan, and Sheng Liu. "Facile synthesis of indolo[3,2-a]carbazoles via Pd-catalyzed twofold oxidative cyclization." Beilstein Journal of Organic Chemistry 12 (November 22, 2016): 2490–94. http://dx.doi.org/10.3762/bjoc.12.243.

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A rapid and efficient route has been developed for the synthesis of 9-methoxycarbonylindolo[3,2-a]carbazole derivatives. The key steps in this approach involved an aromatic amination and an oxidative biaryl coupling. Via the present route, indolo[3,2-a]carbazole derivatives are available in 3–4 steps based on commercially available starting materials.
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27

Russell, Floyd, Dedra Harmody, Peter J. McCarthy, Shirley A. Pomponi, and Amy E. Wright. "Indolo[3,2-a]carbazoles from a Deep-Water Sponge of the GenusAsteropus." Journal of Natural Products 76, no. 10 (2013): 1989–92. http://dx.doi.org/10.1021/np400501u.

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28

Janosik, Tomasz, and Jan Bergman. "ChemInform Abstract: Reactions of 2,3′-Biindolyl: Synthesis of Indolo[3,2-a]carbazoles." ChemInform 30, no. 28 (2010): no. http://dx.doi.org/10.1002/chin.199928149.

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29

Lehmann, Jochen, and Ursula Hartmann. "Indoles, VIII: Formation of Indolo[3,2-b]carbazoles from 4,9-Dihydro-pyrano[3,4-b] indol-1(3H)-ones Indole, 8.Mitt: Indolo[3,2-b]carbazole aus 4,9-Dihydropyrano[3,4-b]indol-1(3H)-onen." Archiv der Pharmazie 322, no. 7 (1989): 451–52. http://dx.doi.org/10.1002/ardp.19893220715.

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30

Hu, Nan-Xing, Shuang Xie, Zoran D. Popovic, Beng Ong, and Ah-Mee Hor. "Novel high Tg hole-transport molecules based on indolo[3,2-b]carbazoles for organic light-emitting devices." Synthetic Metals 111-112 (June 2000): 421–24. http://dx.doi.org/10.1016/s0379-6779(99)00387-2.

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31

Irgashev, Roman A., Anton Yu Teslenko, Ekaterina F. Zhilina, et al. "Synthesis, photophysical and electrochemical properties of novel 6,12-di(thiophen-2-yl) substituted indolo[3,2-b]carbazoles." Tetrahedron 70, no. 31 (2014): 4685–96. http://dx.doi.org/10.1016/j.tet.2014.04.093.

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32

Dong, Jinhuan, Dawei Zhang, Yang Men, Xueming Zhang, Zhongyan Hu, and Xianxiu Xu. "[1 + 2 + 3] Annulation as a General Access to Indolo[3,2-b]carbazoles: Synthesis of Malasseziazole C." Organic Letters 21, no. 1 (2018): 166–69. http://dx.doi.org/10.1021/acs.orglett.8b03646.

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33

Katritzky, Alan R., Jianqing Li, and Christian V. Stevens. "Facile Synthesis of 2-Substituted Indoles and Indolo[3,2-b]carbazoles from 2-(Benzotriazol-1-ylmethyl)indole." Journal of Organic Chemistry 60, no. 11 (1995): 3401–4. http://dx.doi.org/10.1021/jo00116a026.

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34

Ramkumar, Nagarajan, and Rajagopal Nagarajan. "Total synthesis of calothrixin B via sequential Sonogashira coupling/copper-catalyzed oxidative cyclization." Organic & Biomolecular Chemistry 13, no. 45 (2015): 11046–51. http://dx.doi.org/10.1039/c5ob01766a.

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35

TALLURI, KRISHNA CHAITANYA, and RAJAGOPAL NAGARAJAN. "Synthesis of pyrano[2,3-c]carbazoles, pyrano[3,2-b]carbazoles and furo[3,2-b]carbazole derivatives via iodocyclization." Journal of Chemical Sciences 124, no. 2 (2012): 487–94. http://dx.doi.org/10.1007/s12039-011-0181-5.

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36

Zhang, Qing, Shuaiqiang Sun, Won Jae Chung, et al. "Highly efficient TADF OLEDs with low efficiency roll-off based on novel acridine–carbazole hybrid donor-substituted pyrimidine derivatives." Journal of Materials Chemistry C 7, no. 39 (2019): 12248–55. http://dx.doi.org/10.1039/c9tc04284a.

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Dimethyl acridine (Ac) and carbazole (Cz) donors are fused to produce acridine–carbazole hybrid donors 12AcCz (8,8-dimethyl-5-phenyl-8,13-dihydro-5H-indolo[2,3-c]acridine) and 23AcCz (13,13-dimethyl-7-phenyl-7,13-dihydro-5H-indolo[3,2-b]acridine).
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37

Tholander, Joakim, and Jan Bergman. "ChemInform Abstract: Syntheses of 6-Substituted Indolo[3,2-b]carbazoles, Including 6-Formylindolo[3,2-b]carbazole, an Extremely Efficient Ligand for the TCDD (Ah) Receptor." ChemInform 30, no. 36 (2010): no. http://dx.doi.org/10.1002/chin.199936141.

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38

Nair, V., V. Nandialath, K. Abhilash, and E. Suresh. "Synthesis of Indolo[3,2-a]carbazoles by Reaction of Indoles with 1,2-Diones." Synfacts 2008, no. 7 (2008): 0692. http://dx.doi.org/10.1055/s-2008-1078471.

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39

Khorshidi, Alireza, and Nura Sadeghi. "Application of RuO2 Nanoparticles as Catalyst in Preparation of Indolo[3,2-a]Carbazoles." Journal of Cluster Science 27, no. 6 (2016): 1923–32. http://dx.doi.org/10.1007/s10876-016-1052-5.

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40

Zolfigol, M. A., A. Khazaei, F. Karimitabar, et al. "Synthesis of Indolo[3,2-b ]carbazoles via an Anomeric-Based Oxidation Process: A Combined Experimental and Computational Strategy." Journal of Heterocyclic Chemistry 55, no. 4 (2018): 1061–68. http://dx.doi.org/10.1002/jhet.3077.

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41

Shu, Dongxu, Gabrielle N. Winston-McPherson, Wangze Song, and Weiping Tang. "ChemInform Abstract: Platinum-Catalyzed Tandem Indole Annulation/Arylation for the Synthesis of Diindolylmethanes and Indolo[3,2-b]carbazoles." ChemInform 45, no. 2 (2013): no. http://dx.doi.org/10.1002/chin.201402108.

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42

Bathula, Chandramohan, Catarina Roma-Rodrigues, Jyoti Chauhan, Alexandra R. Fernandes та Subhabrata Sen. "Synthesis of tetrahydro-1H-indolo[2,3-b]pyrrolo[3,2-c]quinolones via intramolecular oxidative ring rearrangement of tetrahydro-β-carbolines and their biological evaluation". New Journal of Chemistry 42, № 8 (2018): 6538–47. http://dx.doi.org/10.1039/c7nj04616b.

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43

Shi, Heping, Jiandong Yuan, Xiaohuan Wu, et al. "Two novel indolo[3,2-b]carbazole derivatives containing dimesitylboron moieties: synthesis, photoluminescent and electroluminescent properties." New J. Chem. 38, no. 6 (2014): 2368–78. http://dx.doi.org/10.1039/c4nj00140k.

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44

Talluri, Krishna Chaitanya, and Rajagopal Nagarajan. "ChemInform Abstract: Synthesis of Pyrano[2,3-c]carbazoles, Pyrano[3,2-b]carbazoles and Furo[3,2-b]carbazole Derivatives via Iodocyclization." ChemInform 43, no. 35 (2012): no. http://dx.doi.org/10.1002/chin.201235147.

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45

Song, Bo, Mengdan Wang, Murong Xu, et al. "Controllable synthesis of pyrido[2,3-b]indol-4-ones or indolo[3,2-b]quinolines via formal intramolecular C(sp2)–H functionalization." Organic & Biomolecular Chemistry 17, no. 46 (2019): 9960–65. http://dx.doi.org/10.1039/c9ob02108f.

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An atom-economical Fe-catalyzed protocol for the controllable synthesis of pyrido[2,3-b]indol-4-ones or indolo[3,2-b]quinolines through C–H/N–H coupling reactions. The natural product quindolinone was conveniently prepared by this reaction.
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46

Santhini, P. V., Jayadev V., Sourava C. Pradhan та ін. "Indolo[3,2-b]indole donor-based D–π–A dyes for DSCs: investigating the role of π-spacers towards recombination". New Journal of Chemistry 43, № 2 (2019): 862–73. http://dx.doi.org/10.1039/c8nj04561e.

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47

KATRITZKY, A. R., J. LI, and C. V. STEVENS. "ChemInform Abstract: Facile Synthesis of 2-Substituted Indoles and Indolo(3,2-b)carbazoles from 2-(Benzotriazol-1-ylmethyl)indole." ChemInform 26, no. 45 (2010): no. http://dx.doi.org/10.1002/chin.199545140.

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48

Irgashev, Roman A., Anton Yu Teslenko, Ekaterina F. Zhilina, et al. "ChemInform Abstract: Synthesis, Photophysical and Electrochemical Properties of Novel 6,12-Di(thiophen-2-yl) Substituted Indolo[3,2-b]carbazoles." ChemInform 45, no. 51 (2014): no. http://dx.doi.org/10.1002/chin.201451135.

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49

Chunchatprasert, Laddawan, and Patrick V. R. Shannon. "Acid-catalysed Condensation of Ethyl 5-Acetoxymethyl-4-acetyl-3-methylpyrrole-2-carboxylate and its Analogues with Aromatic Substrates." Journal of Chemical Research 23, no. 6 (1999): 352–53. http://dx.doi.org/10.1177/174751989902300604.

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50

Cai, Bin, Xichuan Yang, Xiaoqing Jiang, Ze Yu, Anders Hagfeldt, and Licheng Sun. "Boosting the power conversion efficiency of perovskite solar cells to 17.7% with an indolo[3,2-b]carbazole dopant-free hole transporting material by improving its spatial configuration." Journal of Materials Chemistry A 7, no. 24 (2019): 14835–41. http://dx.doi.org/10.1039/c9ta04166d.

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