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Journal articles on the topic 'Selenophene'

Author: Grafiati

Published: 4 June 2021

Last updated: 18 February 2022

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1

Skhiri, Aymen, Ridha Ben Salem, Jean-François Soulé, and Henri Doucet. "Reactivity of bromoselenophenes in palladium-catalyzed direct arylations." Beilstein Journal of Organic Chemistry 13 (December 22, 2017): 2862–68. http://dx.doi.org/10.3762/bjoc.13.278.

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The reactivity of 2-bromo- and 2,5-dibromoselenophenes in Pd-catalyzed direct heteroarylation was investigated. From 2-bromoselenophene, only the most reactive heteroarenes could be employed to prepare 2-heteroarylated selenophenes; whereas, 2,5-dibromoselenophene generally gave 2,5-di(heteroarylated) selenophenes in high yields using both thiazole and thiophene derivatives. Moreover, sequential catalytic C2 heteroarylation, bromination, catalytic C5 arylation reactions allowed the synthesis of unsymmetrical 2,5-di(hetero)arylated selenophene derivatives in three steps from selenophene.

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2

Hollinger, Jon, Dong Gao, and Dwight S. Seferos. "Selenophene Electronics." Israel Journal of Chemistry 54, no. 5-6 (April 3, 2014): 440–53. http://dx.doi.org/10.1002/ijch.201400011.

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3

Hellwig, Paola S., Thiago J. Peglow, Filipe Penteado, Luana Bagnoli, Gelson Perin, and Eder J. Lenardão. "Recent Advances in the Synthesis of Selenophenes and Their Derivatives." Molecules 25, no. 24 (December 13, 2020): 5907. http://dx.doi.org/10.3390/molecules25245907.

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The selenophene derivatives are an important class of selenium-based heterocyclics. These compounds play an important role in prospecting new drugs, as well as in the development of new light-emitting materials. During the last years, several methods have been emerging to access the selenophene scaffold, employing a diversity of cyclization-based synthetic strategies, involving specific reaction partners and particularities. This review presents a comprehensive discussion on the recent advances in the synthesis of selenophene-based compounds, starting from different precursors, highlighting the main differences, the advantages, and limitations among them.

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4

Alakhras, Fadi. "Electrochemical behavior and conductivity measurements of electropolymerized selenophene-based copolymers." Materials Science-Poland 33, no. 1 (March 1, 2015): 25–35. http://dx.doi.org/10.1515/msp-2015-0007.

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AbstractElectrochemical copolymerization of selenophene and thiophene was performed at a constant electrode potential. The obtained homopolymer films and copolymers were studied and characterized with cyclic voltammetry and conductivity measurements, from which conductivity values around 13.35 S · cm-1 were determined. The influence of the applied electropolymerization potential and the monomer feed ratio of selenophene and thiophene on the copolymers properties was investigated. The obtained copolymers showed good stability of the redox activity in an acetonitrile-based electrolyte solution. At higher polymerization potentials and at higher concentrations of thiophene in the feed, more thiophene units were incorporated into the copolymer chain. The conductivities of the copolymers were between those of homopolymers, implying that oxidation of both monomers was possible and the copolymer chains might accordingly be composed of both selenophene and thiophene units.

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5

Hollinger, Jon, Dong Gao, and Dwight S. Seferos. "ChemInform Abstract: Selenophene Electronics." ChemInform 45, no. 37 (August 28, 2014): no. http://dx.doi.org/10.1002/chin.201437245.

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6

Prediger, Patrícia, Ricardo Brandão, Cristina W. Nogueira, and Gilson Zeni. "Palladium-Catalyzed Carbonylation of 2-Haloselenophenes: Synthesis of Selenophene-2-carboxamides, Selenophene-2,5-dicarboxamides andN,N′-Bridged Selenophene-2-carboxamides." European Journal of Organic Chemistry 2007, no. 32 (November 2007): 5422–28. http://dx.doi.org/10.1002/ejoc.200700599.

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7

Le Gal, Yann, Thierry Roisnel, Frédéric Barrière, Takehiko Mori, and Dominique Lorcy. "Diselenolene proligands: reactivity and comparison with their dithiolene congeners." New Journal of Chemistry 45, no. 20 (2021): 8971–77. http://dx.doi.org/10.1039/d1nj01335a.

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8

Wang, Sheng Tao, Bao Yang Lu, Jing Kun Xu, and Wei Qiang Zhou. "Electrosyntheses of Poly(selenophene-co-3-methylthiophene) with Improved Thermoelectric Property in Boron Trifluoride Diethyl Etherate." Advanced Materials Research 937 (May 2014): 17–22. http://dx.doi.org/10.4028/www.scientific.net/amr.937.17.

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Novel poly (selenophene-co-3-methylthiophene) was successfully achieved by directly electrochemical oxidation of the monomer mixtures of selenophene and 3-methylthiophene (3MeT) in boron trifluoride diethyl etherate. The effect of monomer concentration ratios on the copolymerization were investigated by cyclic voltammetry. The structures of as-prepared copolymers were characterized by UV-vis and infrared spectroscopy. The conductivity and thermoelectric measurements revealed the incorporation of 3MeT into the polyselenophene (PSe) chain improved significantly the conductivity and thermoelectric property of PSe.

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9

Hasegawa, Masashi, Shiori Haga, Tohru Nishinaga, and Yasuhiro Mazaki. "Selenacalix[4]selenophene: Synthesis, Structure, and Gel Formation of Cyclic Selenoether of Selenophene." Organic Letters 22, no. 10 (April 2, 2020): 3755–58. http://dx.doi.org/10.1021/acs.orglett.0c00839.

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10

Nakayama, Juzo, Takashi Umezawa, Tomoki Matsui, Yoshiaki Sugihara, and Akihiko Ishii. "Thermolysis of Selenophene 1,1-Dioxides." HETEROCYCLES 48, no. 1 (1998): 61. http://dx.doi.org/10.3987/com-97-8000.

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11

Mahrok, AnjanPreet K., Elisa I. Carrera, Andrew J. Tilley, Shuyang Ye, and Dwight S. Seferos. "Synthesis and photophysical properties of platinum-acetylide copolymers with thiophene, selenophene and tellurophene." Chemical Communications 51, no. 25 (2015): 5475–78. http://dx.doi.org/10.1039/c4cc09312g.

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12

Gao, Dong, Gregory L. Gibson, Jon Hollinger, Pengfei Li, and Dwight S. Seferos. "‘Blocky’ donor–acceptor polymers containing selenophene, benzodithiophene and thienothiophene for improved molecular ordering." Polymer Chemistry 6, no. 17 (2015): 3353–60. http://dx.doi.org/10.1039/c5py00276a.

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13

Liang, Ziqi, Miaomiao Li, Xiaomei Zhang, Qi Wang, Yu Jiang, Hongkun Tian, and Yanhou Geng. "Near-infrared absorbing non-fullerene acceptors with selenophene as π bridges for efficient organic solar cells." Journal of Materials Chemistry A 6, no. 17 (2018): 8059–67. http://dx.doi.org/10.1039/c8ta00783g.

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14

Shi, Xinzhe, Shuxin Mao, Thierry Roisnel, Henri Doucet, and Jean-François Soulé. "Palladium-catalyzed successive C–H bond arylations and annulations toward the π-extension of selenophene-containing aromatic skeletons." Organic Chemistry Frontiers 6, no. 14 (2019): 2398–403. http://dx.doi.org/10.1039/c9qo00218a.

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15

Hitchcock, A. P., G. Tourillon, and W. Braun. "Inner-shell excitation studies of conducting organic polymers: selenophene, 3-methyl selenophene, and their polymers." Canadian Journal of Chemistry 67, no. 11 (November 1, 1989): 1819–27. http://dx.doi.org/10.1139/v89-282.

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Inner-shell electron energy loss spectra (ISEELS) of gaseous selenophene and 3-methylselenophene in the regions of Se 3d, Se 3p, Se 3s, and C 1s are presented and analyzed. The ISEELS spectra are compared to the C 1s near-edge X-ray absorption fine structure (NEXAFS) spectra of the corresponding polymers deposited electrochemically onto Pt, both with and without doping, to form the electrically conducting state. Methyl substitution at the 3-position of the selenophene ring is found to have little effect on the intensity of the C 1s → π* transition, suggesting that the π manifold is relatively unaffected. The C 1s NEXAFS of thin polyselenophene and poly-3-methylselenophene films confirms that (1) the polymeric chain is composed of the same structural units as the monomers and (2) doping enhances electrical conductivity via a narrowing of the π–π* band gap. Keywords: core excitation, ISEELS, NEXAFS, conducting polymers.

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16

Mohr, Yorck, Gaëlle Hisler, Léonie Grousset, Yoann Roux, Elsje Alessandra Quadrelli, Florian M. Wisser, and Jérôme Canivet. "Nickel-catalyzed and Li-mediated regiospecific C–H arylation of benzothiophenes." Green Chemistry 22, no. 10 (2020): 3155–61. http://dx.doi.org/10.1039/d0gc00917b.

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17

Cai, Yu, Pingping Liang, Weili Si, Baomin Zhao, Jinjun Shao, Wei Huang, Yewei Zhang, Qi Zhang, and Xiaochen Dong. "A selenophene substituted diketopyrrolopyrrole nanotheranostic agent for highly efficient photoacoustic/infrared-thermal imaging-guided phototherapy." Organic Chemistry Frontiers 5, no. 1 (2018): 98–105. http://dx.doi.org/10.1039/c7qo00755h.

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18

Lee, Young Nam, Pankaj Attri, Seong Su Kim, Sang Jun Lee, Jun Heon Kim, Tae Jong Cho, and In Tae Kim. "Photovoltaic properties of novel thiophene- and selenophene-based conjugated low bandgap polymers: a comparative study." New Journal of Chemistry 41, no. 14 (2017): 6315–21. http://dx.doi.org/10.1039/c7nj00151g.

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19

Lu, Baoyang, Shouli Ming, Kaiwen Lin, Shijie Zhen, Hongtao Liu, Hua Gu, Shuai Chen, Yuzhen Li, Zhengyou Zhu, and Jingkun Xu. "[1,2,5]Chalcogenodiazolo[3,4-c]pyridine and selenophene based donor–acceptor–donor electrochromic polymers electrosynthesized from high fluorescent precursors." New Journal of Chemistry 40, no. 10 (2016): 8316–23. http://dx.doi.org/10.1039/c5nj03432a.

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20

Al-Hashimi, Mohammed, Yang Han, Jeremy Smith, Hassan S. Bazzi, Siham Yousuf A. Alqaradawi, Scott E. Watkins, Thomas D. Anthopoulos, and Martin Heeney. "Influence of the heteroatom on the optoelectronic properties and transistor performance of soluble thiophene-, selenophene- and tellurophene–vinylene copolymers." Chemical Science 7, no. 2 (2016): 1093–99. http://dx.doi.org/10.1039/c5sc03501e.

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21

Park, Kwang Hun, Kwang Hee Cheon, Yun-Ji Lee, Dae Sung Chung, Soon-Ki Kwon, and Yun-Hi Kim. "Isoindigo-based polymer field-effect transistors: effects of selenophene-substitution on high charge carrier mobility." Chemical Communications 51, no. 38 (2015): 8120–22. http://dx.doi.org/10.1039/c5cc02104a.

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22

Yu, Peiting, Guitao Feng, Junyu Li, Cheng Li, Yunhua Xu, Chengyi Xiao, and Weiwei Li. "A selenophene substituted double-cable conjugated polymer enables efficient single-component organic solar cells." Journal of Materials Chemistry C 8, no. 8 (2020): 2790–97. http://dx.doi.org/10.1039/c9tc06667e.

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23

Kroon, Renee, Armantas Melianas, Wenliu Zhuang, Jonas Bergqvist, Amaia Diaz de Zerio Mendaza, Timothy T. Steckler, Liyang Yu, et al. "Comparison of selenophene and thienothiophene incorporation into pentacyclic lactam-based conjugated polymers for organic solar cells." Polymer Chemistry 6, no. 42 (2015): 7402–9. http://dx.doi.org/10.1039/c5py01245g.

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24

Cao, Jinru, Shenya Qu, Jiangsheng Yu, Zhuohan Zhang, Renyong Geng, Linqiang Yang, Hongtao Wang, Fuqiang Du, and Weihua Tang. "13.76% efficiency nonfullerene solar cells enabled by selenophene integrated dithieno[3,2-b:2′,3′-d]pyrrole asymmetric acceptors." Materials Chemistry Frontiers 4, no. 3 (2020): 924–32. http://dx.doi.org/10.1039/c9qm00775j.

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25

Lu, Futai, Liu Qian, Jiamin Cao, Yaqing Feng, Bin Du, and Liming Ding. "D–A copolymers containing lactam moieties for polymer solar cells." Polymer Chemistry 6, no. 42 (2015): 7373–76. http://dx.doi.org/10.1039/c5py01064k.

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26

Chen, Shi-Yen, Yu-Chieh Pao, Santosh K. Sahoo, Wen-Chia Huang, Yu-Ying Lai, and Yen-Ju Cheng. "Synthesis of unsymmetrical benzotrichalcogenophenes by N-heterocyclic carbene–palladium-catalyzed intramolecular direct C3-arylation of chalcogenophenes." Chemical Communications 54, no. 12 (2018): 1517–20. http://dx.doi.org/10.1039/c7cc08852c.

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A series of new unsymmetrical benzotrichalcogenophenes (BTCs) were synthesized by the Pd–N-heterocyclic carbene catalyzed intramolecular C3-arylation of furan, thiophene, selenophene and tellurophene units.

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27

Lu, Baoyang, Shijie Zhen, Shimin Zhang, Jingkun Xu, and Guoqun Zhao. "Highly stable hybrid selenophene-3,4-ethylenedioxythiophene as electrically conducting and electrochromic polymers." Polym. Chem. 5, no. 17 (2014): 4896–908. http://dx.doi.org/10.1039/c4py00529e.

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A family of four novel selenophene–EDOT oligomers were synthesized using Stille coupling and electropolymerized to form highly stable conducting hybrid polymers with excellent electrochromic properties.

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28

Wang, Tianyu, Jichao Chen, Jia Wang, Shengtao Xu, Aijun Lin, Hequan Yao, Sheng Jiang, and Jinyi Xu. "Cobalt-catalyzed carbon–sulfur/selenium bond formation: synthesis of benzo[b]thio/selenophene-fused imidazo[1,2-a]pyridines." Organic & Biomolecular Chemistry 16, no. 20 (2018): 3721–25. http://dx.doi.org/10.1039/c8ob00743h.

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29

Braccini, Simona, Giacomo Provinciali, Lorenzo Biancalana, Guido Pampaloni, Federica Chiellini, and Fabio Marchetti. "The Cytotoxic Activity of Diiron Bis-Cyclopentadienyl Complexes with Bridging C3-Ligands." Applied Sciences 11, no. 10 (May 11, 2021): 4351. http://dx.doi.org/10.3390/app11104351.

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Diiron bis-cyclopentadienyl bis-carbonyl cationic complexes with a bridging vinyliminium ligand, [Fe2Cp2(CO)(μ-CO){μ-η1:η3-C3(R′)C2HC1NMe(R″)}]CF3SO3 (R = Xyl = 2,6-C6H3Me2, R′ = Ph, R″ = H, 2a; R = Xyl, R′ = R″ = Me, 2b; R = R′ = Me, R″ = H, 2c; R = Me, R′ = 2-naphthyl, R″ = H, 2d; R = Me, R′ = R″ = Ph, 2e), are easily available from commercial chemicals, robust in aqueous media and exert a variable in vitro cytotoxicity against cancer cell lines depending on the nature of the substituents on the vinyliminium ligand. The anticancer activity is, at least in part, associated to fragmentation reactions, leading to iron oxidation and active neutral and well-defined monoiron species. We report an innovative synthetic procedure for the preparation of 2a,c,d, and a facile method to access the monoiron derivative of 2a, i.e., [FeCp(CO){C1(NMeXyl)C2HC3(Ph)C(O)}] (3a). According to IC50 analyses at different times of incubation of the complexes, 3a is significantly faster in inhibiting cell viability compared to its diiron precursor 2a. The neutral complexes [Fe2Cp2(CO)(μ-CO){μ-k1N:k1C:k1C-C3(R′)C2(Se)C1(NMe2)C4(CO2Y)C5(CO2Y)}] (R′ = Y = Me, 4a; R′ = Pr, Y = tBu, 4b; R′ = Y = Et, 4c) are obtained via the two-step modification of the vinyliminium moiety and comprise a bridging selenophene-decorated alkylidene ligand. The antiproliferative activity exhibited by 4a-c is moderate but comparable on the ovarian cancer cell line A2780 and the corresponding cisplatin resistant cell line, A2780cisR. Complexes 4a-c in aqueous solutions undergo progressive release of the alkylidene ligand as a functionalized selenophene, this process being slower in cell culture medium. Since the released selenophenes SeC1{C(O)R′}C2(NMe2)C3(CO2Y)C4(CO2Y) (R′ = Y = Me, 5a; R′ = Pr, Y = tBu, 5b) are substantially not cytotoxic, it is presumable that the activity of 4a-c is largely ascribable to the {Fe2Cp2(CO)2} scaffold.

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30

Cuesta, Virginia, Maida Vartanian, Prateek Malhotra, Subhayan Biswas, Pilar de la Cruz, Ganesh D. Sharma, and Fernando Langa. "Increase in efficiency on using selenophene instead of thiophene in π-bridges for D-π-DPP-π-D organic solar cells." Journal of Materials Chemistry A 7, no. 19 (2019): 11886–94. http://dx.doi.org/10.1039/c9ta02415h.

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31

Nakayama, Juzo, Tomoki Matsui, Yoshiaki Sugihara, Akihiko Ishii, and Shigekazu Kumakura. "First Synthesis of Selenophene 1,1-Dioxides." Chemistry Letters 25, no. 4 (April 1996): 269–70. http://dx.doi.org/10.1246/cl.1996.269.

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32

Gronowitz, Salo. "Selenophene, a Twin-Brother of Thiophene?" Phosphorus, Sulfur, and Silicon and the Related Elements 136, no. 1 (January 1, 1998): 59–90. http://dx.doi.org/10.1080/10426509808545935.

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33

Rampon, Daniel S., Ludger A. Wessjohann, and Paulo H. Schneider. "Palladium-Catalyzed Direct Arylation of Selenophene." Journal of Organic Chemistry 79, no. 13 (June 16, 2014): 5987–92. http://dx.doi.org/10.1021/jo500094t.

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34

Wang, Dezhi, Xi Chen, Hua Yang, Daokun Zhong, Boao Liu, Xiaolong Yang, Ling Yue, Guijiang Zhou, Miaofeng Ma, and Zhaoxin Wu. "The synthesis of cyclometalated platinum(ii) complexes with benzoaryl-pyridines as C^N ligands for investigating their photophysical, electrochemical and electroluminescent properties." Dalton Transactions 49, no. 44 (2020): 15633–45. http://dx.doi.org/10.1039/d0dt02224a.

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35

Jung, Eui Hyuk, Seunghwan Bae, Tae Woong Yoo, and Won Ho Jo. "The effect of different chalcogenophenes in isoindigo-based conjugated copolymers on photovoltaic properties." Polym. Chem. 5, no. 22 (2014): 6545–50. http://dx.doi.org/10.1039/c4py00791c.

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Three low bandgap conjugated copolymers based on isoindigo and three different chalcogenophenes (thiophene, selenophene and tellurophene) were synthesized to investigate the effect of different chalcogenophenes on their photovoltaic properties.

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36

Dakova, B., A. Walcarius, L. Lamberts, and M. Evers. "Electrochemical behaviour of seleno-organic compounds-part 2. Benzo(b)selenophene and dibenzo(b,d)selenophene." Electrochimica Acta 37, no. 8 (June 1992): 1453–56. http://dx.doi.org/10.1016/0013-4686(92)87021-q.

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37

Kang, So-Huei, Myeonggeun Han, Yongjoon Cho, Jisu Hong, Seongmin Heo, Seonghun Jeong, Yong-Young Noh, and Changduk Yang. "Understanding of copolymers containing pyridine and selenophene simultaneously and their polarity conversion in transistors." Materials Chemistry Frontiers 4, no. 12 (2020): 3567–77. http://dx.doi.org/10.1039/c9qm00739c.

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Two n-type pyridine and selenophene-containing polymers were synthesized and the structure–property relationships were investigated, followed by polarity switching from ambipolarity to unipolar characteristics via the doping method.

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38

Cao, Jiamin, Chuantian Zuo, Bin Du, Xiaohui Qiu, and Liming Ding. "Hexacyclic lactam building blocks for highly efficient polymer solar cells." Chemical Communications 51, no. 60 (2015): 12122–25. http://dx.doi.org/10.1039/c5cc04375a.

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39

Sahoo, Sumit, Mohandas Sangeetha, Soumita Bera, Dandamudi Usharani, and Harapriya Rath. "Targeted synthesis of meso-aryl substituted aromatic trans-doubly N-confused dithia/diselena [18] porphyrins (1.1.1.1) with NIR absorption: spectroscopic and theoretical characterization." Organic & Biomolecular Chemistry 18, no. 31 (2020): 6058–62. http://dx.doi.org/10.1039/d0ob01243b.

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N-TIPS pyrrole and thiophene/selenophene dicarbinol: the two most promising and significant building blocks made for each other for constructing highly aromatic and NIR absorptive trans-doubly N-confused porphyrins.

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40

Ho, Po-Yu, Chi-Ho Siu, Wai-Hong Yu, Panwang Zhou, Tao Chen, Cheuk-Lam Ho, Lawrence Tien Lin Lee, et al. "Molecular engineering of starburst triarylamine donor with selenophene containing π-linker for dye-sensitized solar cells." Journal of Materials Chemistry C 4, no. 4 (2016): 713–26. http://dx.doi.org/10.1039/c5tc03308j.

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New starburst triarylamine donor with selenophene containing π-linker were synthesized. Such donor can minimize dye aggregation on TiO₂ and slow down charge recombination kinetics in dye-sensitized solar cells.

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41

Kim, Gyoungsik, A.-Reum Han, Hae Rang Lee, Joon Hak Oh, and Changduk Yang. "Use of heteroaromatic spacers in isoindigo-benzothiadiazole polymers for ambipolar charge transport." Physical Chemistry Chemical Physics 17, no. 40 (2015): 26512–18. http://dx.doi.org/10.1039/c4cp01787k.

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Not only do we report two new polymers (PIIG-DTBT and PIIG-DSeBT) involving isoindigo and benzothiadiazole blocks constructed with thiophene and selenophene spacers, but also explore the optical, electrochemical, and charge-transport properties.

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42

Ghosh, Arindam, Syamasrit Dash, A. Srinivasan, Cherumuttathu H. Suresh, and Tavarekere K. Chandrashekar. "Two non-identical twins in one unit cell: characterization of 34π aromatic core-modified octaphyrins, their structural isomers and anion bound complexes." Chemical Science 10, no. 23 (2019): 5911–19. http://dx.doi.org/10.1039/c9sc01633c.

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Two inseparable isomers A and B (non-identical twins) crystallize in a single unit cell. However, replacement of middle thiophene ring by selenophene ring results in crystallization of two molecules of isomer A (identical twins).

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43

Fei, Zhuping, Raja Shahid Ashraf, Yang Han, Sarah Wang, Chin Pang Yau, Pabitra S. Tuladhar, Thomas D. Anthopoulos, Michael L. Chabinyc, and Martin Heeney. "Diselenogermole as a novel donor monomer for low band gap polymers." Journal of Materials Chemistry A 3, no. 5 (2015): 1986–94. http://dx.doi.org/10.1039/c4ta05703a.

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Soluble co-polymers of the fused selenophene monomer, DSG, with N-octylthienopyrrolodione are reported. Polymer solar cells fabricated from blends with PC₇₁BM exhibit promising performance in inverted bulk heterojunction solar cells

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44

Liu, Kai-Kai, Xiaopeng Xu, Jin-Liang Wang, Chao Zhang, Gao-Yang Ge, Fang-Dong Zhuang, Han-Jian Zhang, Can Yang, Qiang Peng, and Jian Pei. "Achieving high-performance non-halogenated nonfullerene acceptor-based organic solar cells with 13.7% efficiency via a synergistic strategy of an indacenodithieno[3,2-b]selenophene core unit and non-halogenated thiophene-based terminal group." Journal of Materials Chemistry A 7, no. 42 (2019): 24389–99. http://dx.doi.org/10.1039/c9ta08328f.

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The combination of indacenodithieno[3,2-b]selenophene core unit and thiophene-containing IC is a successful synergistic strategy with PCE of 13.7%, which is the highest value in NFAs with thiophene-containing IC for binary OSCs.

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45

Stoffregen, Stacey A., Stephanie Y. Lee, Pearl Dickerson, and William S. Jenks. "Computational investigation of the photochemical deoxygenation of thiophene-S-oxide and selenophene-Se-oxide." Photochem. Photobiol. Sci. 13, no. 2 (2014): 431–38. http://dx.doi.org/10.1039/c3pp50382h.

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A multireference CASSCF investigation of the dissociation of thiophene-S-oxide and selenophene-Se-oxide in their ground and accessible excited state demonstrates that dissociation can occur from T₂ with little or no barrier.

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46

Chandak, Hemant S., and Sanjio S. Zade. "Fused oligothiophene and -selenophene: A DFT insight." Organic Electronics 15, no. 10 (October 2014): 2184–93. http://dx.doi.org/10.1016/j.orgel.2014.06.005.

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47

Li, Sheng, Keqiang He, Elisabeth Prince, Yuning Li, and Dwight S. Seferos. "Selenophene and Thiophene-Based Conjugated Polymer Gels." ACS Materials Letters 2, no. 12 (November 10, 2020): 1617–23. http://dx.doi.org/10.1021/acsmaterialslett.0c00406.

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Das, Soumyajit, and Sanjio S. Zade. "Poly(cyclopenta[c]selenophene): a new polyselenophene." Chemical Communications 46, no. 7 (2010): 1168. http://dx.doi.org/10.1039/b915826j.

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49

Sato, Takuma, Itaru Nakamura, and Masahiro Terada. "Platinum-Catalyzed Multisubstituted Benzo[b]selenophene Synthesis." European Journal of Organic Chemistry 2009, no. 32 (November 2009): 5509–12. http://dx.doi.org/10.1002/ejoc.200900894.

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50

Peng, Shih-Hao, Wei-Yi Tu, Ganesh Gollavelli, and Chain-Shu Hsu. "Synthesis of diketopyrrolopyrrole based conjugated polymers containing thieno[3,2-b]thiophene flanking groups for high performance thin film transistors." Polymer Chemistry 8, no. 22 (2017): 3431–37. http://dx.doi.org/10.1039/c7py00402h.

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Abstract:

New D–A conjugate polymers based on 3,6-bis(2-bromothieno-[3,2-b]thiophen-5-yl)-2,5-bis(2-octyldodecyl)pyrrolo[3,4-c]-pyrrole-1,4-(2H,5H)-dione combined with bithiophene, di(2-thienyl)ethene, and di(selenophene-2-yl)ethene were synthesized.

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