- Experimental and theoretical studies of magnetic exchange in silole-bridged diradicals
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Five bis(tert-butylnitroxide) diradicals connected by a silole (7a-d) or a thiophene (12) ring as a coupler were studied. Compound 12 crystallizes in the orthorhombic space group Pna21 with a = 20.752(5), b = 5.826(5), and c = 34.309(5) A. X-ra
- Roques, Nans,Gerbier, Philippe,Schatzschneider, Ulrich,Sutter, Jean-Pascal,Guionneau, Philippe,Vidal-Gancedo, Jose,Veciana, Jaume,Rentschler, Eva,Guerin, Christian
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Read Online
- Electrochemiluminescence Platforms Based on Small Water-Insoluble Organic Molecules for Ultrasensitive Aqueous-Phase Detection
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Highly efficient detection in the aqueous phase for water-insoluble organic molecule probes is challenging. The bright aggregated-state electrochemiluminescence (ECL) of 1,1-disubstituted 2,3,4,5-tetraphenylsiloles by a co-reactant approach was discovered
- Han, Zhengang,Yang, Zhaofan,Sun, Heshui,Xu, Yali,Ma, Xiaofang,Shan, Duoliang,Chen, Jing,Huo, Shuhui,Zhang, Zhen,Du, Peiyao,Lu, Xiaoquan
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Read Online
- Catalytic Decarboxylation of Silyl Alkynoates to Alkynylsilanes
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Herein, we describe a decarboxylative approach to the preparation of alkynylsilanes. Treatment of a silyl alkynoate in N,N-dimethylformamide (DMF) at 80 °C in the presence of catalytic amounts of CuCl and PCy3 produced the corresponding alkynylsilane in excellent yield. The copper-catalyzed decarboxylation proceeded smoothly with low catalyst loadings (0.5 mol % of CuCl and 1.0 mol % of PCy3) under mild reaction conditions and is easily scalable to gram quantities.
- Aoyagi, Keiya,Choi, Jun-Chul,Kawatsu, Takahiro,Matsumoto, Kazuhiro,Nakajima, Yumiko,Sato, Kazuhiko
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supporting information
(2020/09/15)
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- METHOD FOR PRODUCING ORGANOSILICON COMPOUND USING HALOSILANE AS RAW MATERIAL
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PROBLEM TO BE SOLVED: To provide a novel method for producing an organosilicon compound. SOLUTION: The method for producing an organosilicon compound includes a reaction step (I) of reacting a halosilane represented by formula (a) with a compound containing a hydrocarbon group represented by formula (b) in the presence of an organic base to generate an organosilicon compound represented by formula (c). (In the formula (I), n is an integer of 0-3; each R1 independently represents a hydrogen atom or a C1-20 hydrocarbon group which may contain a heteroatom; X represents a bromo group (-Br) or a chloro group (-Cl); and R2 represents a compound containing a hydrocarbon group.) SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2020,JPOandINPIT
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Paragraph 0044-0045; 0055
(2019/12/10)
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- Water-soluble AIE luminogens for monitoring and retardation of fibrillation of amyloid proteins
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Compounds that exhibit aggregation induced emission (AIE), and more particularly to water-soluble conjugated polyene compounds that exhibit aggregation induced emission. The conjugated polyene compounds can be used as bioprobes for DNA detection, G-quadru
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Page/Page column 67
(2016/04/20)
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- Siloles and acetenyl aromatics copolymers: Synthesis, characterization and photophysical properties
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Two copolymers, poly(1,1-dimethyl-3,4-diphenylsilole-alt-N-hexyl-3,6-diethynylcarbazole) (PS-DyCz) and poly(1,1-dimethyl-3,4-diphenylsilole-alt-2,7-diethynyl-9,9′-dihexylfluorene) (PS-DyF), were synthesized by Sonogashira coupling reaction of 2,5-dibromo-
- He, Zhenhua,Lai, Guoqiao,Li, Zhifang,Yuan, Xiao,Shen, Yongjia,Wang, Chengyun
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p. 550 - 558
(2015/05/27)
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- Iridium-promoted conversion of chlorosilanes to alkynyl derivatives in a one-pot reaction sequence
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By making use of the catalytic potential of the iridium system [{Ir(μ-Cl)(CO)2}2]/NEt(i-Pr)2 in the synthesis of silyl-functionalized alkynes via silylative coupling of terminal alkynes/diynes with iodosilanes, we propose
- Kownacki, Ireneusz,Orwat, Bartosz,Marciniec, Bogdan
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supporting information
p. 3051 - 3059
(2014/07/08)
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- Grignard metathesis polymerization and properties of 1,1-disubstituted-2,5- dibromo-3,4-diphenylsiloles
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Grignard metathesis polymerizations of 1,1-disubstituted-2,5-dibromo-3,4- diphenylsiloles such as 1,1-dimethyl-2,5-dibromo-3,4-diphenylsilole, 1,1-diethyl-2,5-dibromo-3,4-diphenylsilole, 1,1-diisopropyl-2,5-dibromo-3,4- diphenylsilole, and 1,1-dihexyl-2,5
- Park, Young Tae
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p. 1825 - 1831
(2014/07/07)
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- Biocompatible Nanoparticles with Aggregation Induced Emission Characteristics as Fluorescent Bioprobes and Methods of Using the Same for In Vitro and In Vivo Imaging
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The development of fluorescent bioprobes comprising organic fluorescent compounds that exhibit aggregation induced emission (AIE) properties, methods of producing the same, and their practical applications for in vitro and in vivo bioimaging.
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Page/Page column
(2014/11/13)
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- Conjugation versus rotation: Good conjugation weakens the aggregation-induced emission effect of siloles
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Incorporation of polycyclic aromatic hydrocarbons into siloles enhances their light emission in solutions but lowers emission efficiency in the aggregated state. The competitive interaction between conjugation and rotation is thus studied. This journal is
- Chen, Bin,Nie, Han,Lu, Ping,Zhou, Jian,Qin, Anjun,Qiu, Huayu,Zhao, Zujin,Tang, Ben Zhong
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supporting information
p. 4500 - 4503
(2014/04/17)
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- Cross-hyperconjugation: An unexplored orbital interaction between π-conjugated and saturated molecular segments
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Crossing a barrier: Molecules with saturated ER2 units (E=C or Si, R=electron-releasing group) inserted between two π-conjugated segments have electronic and optical properties that resemble those of cross-conjugated molecules (see figure). This cross-hyperconjugation provides a deeper understanding of the conjugation phenomenon, and is an alternative to cross-conjugation in the design of molecules for nano and materials applications. Copyright
- Emanuelsson, Rikard,Wallner, Andreas,Ng, Eugene A. M.,Smith, Joshua R.,Nauroozi, Djawed,Ott, Sascha,Ottosson, Henrik
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supporting information
p. 983 - 987
(2013/02/23)
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- Alkynylsilanes and alkynyl(vinyl)silanes. synthesis, molecular structures and multinuclear magnetic resonance study
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Alkynylsilanes bearing one to four alkynyl groups at silicon, with organyl groups (Me, Ph, Vin), H, Cl at silicon, and with substituents H, nBu, tBu, Ph, C6H4-4-Me, 3-thienyl, CH 2NMe2 at t
- Wrackmeyer, Bernd,Khan, Ezzat,Bayer, Stefan,Tok, Oleg L.,Klimkina, Elena V.,Milius, Wolfgang,Kempe, Rhett
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experimental part
p. 725 - 744
(2011/01/11)
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- Hyperbranched conjugated polysiloles: Synthesis, structure, aggregation-enhanced emission, multicolor fluorescent photopatterning, and superamplified detection of explosives
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Hyperbranched poly(2,5-silole)s [hb-P1(m), m = 1, 6] are synthesized for the first time in this work. 1,1-Dialkyl-2,5-bis(4-ethynylphenyl)-3,4- diphenylsiloles [1(m)] were polymerized by TaBr5, affording hb-P1(m) with high molecular weights (M
- Liu, Jianzhao,Zhong, Yongchun,Lam, Jacky W. Y.,Lu, Ping,Hong, Yuning,Yu, Yong,Yue, Yanan,Faisal, Mahtab,Sung, Herman H. Y.,Williams, Ian D.,Wong, Kam Sing,Tang, Ben Zhong
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experimental part
p. 4921 - 4936
(2011/11/05)
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- Self-assembly of novel fluorescent silole derivatives into different supramolecular aggregates: Fibre, liquid crystal and monolayer
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Two novel organogelators based on 2,3,4,5-tetraphenylsilole functionalized with long-chain alkoxydiacylamido platforms (1a and 1b) were synthesized. The silole derivatives induced gelation of only hydrocarbon solvents and showed aggregation-induced emissi
- Wan, Jun-Hua,Mao, Lin-Yan,Li, Yi-Bao,Li, Zhi-Fang,Qiu, Hua-Yu,Wang, Chen,Lai, Guo-Qiao
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scheme or table
p. 3195 - 3201
(2011/12/01)
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- Selective synthesis of functional alkynylmono- and -trisilanes
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The selective synthesis of functional alkynylsllanes RC=C(SiMe 2)m,-X (m = 1, 3) was investigated. Monofunctionalization with or without protecting groups gave moderate to good yields of alkynyldimethylmonosilanes RC=CMe2SiX [R = Ph, X = Cl. (1), NEt 2 (2), OMe (3), H (4), Br (5), I (6), Cp (8), C5H 4Li (10), Ph (11); R = Pr, X = Ph (12)]. Compounds 4 and 8 were converted into the (alkyne)transition-metal complexes 4-Cp2Mo 2(CO)4 (13) and 8-Co2(CO)6 (14), respectively, which were characterized by X-ray diffraction. Stepwise extension and functionalization of the silane chain starting from 1chloro-2-(diethylamino) tetramethyldisilane (Et2NMe2Si-SiMe2Cl) yielded the trisilanes Ph-(SiMe2J3-X [X = NEt2 (18), OMe (19), Cl (20), H (21), C=CPh (22), C=CPr (23)]. The synthesized compounds were characterized by NMR and IR spectroscopy, 4, 11, 13, and 14 also by UV/Vis spectroscopy.
- Hoffmann, Florian,Wagler, Joerg,Roewer, Gerhard
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body text
p. 1133 - 1142
(2010/06/20)
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- Reaction of bis(alkynyl)silanes with tris(pentafluorophenyl)-borane: Synthesis of bulky silole derivatives by means of 1,1-carboboration under mild reaction conditions
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The strong Lewis acid tris(pentafluorophe-nyl)borane [B(C6F 5)3] reacts rapidly with dimethyl-bis(phenylethynyl)silane (1c) at room temperature in toluene by shift of a pentafluorophenyl (C 6F5) group
- Dierker, Gereon,Ugolotti, Juri,Kehr, Gerald,Froehlich, Roland,Erker, Gerhard
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supporting information; experimental part
p. 1080 - 1088
(2009/12/05)
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- Tuning of electrogenerated silole chemiluminescence
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Electrochemical tuning and structural modification of thiophene-substituted siloles led to silole chromophores with efficient and stable electrochemiluminescence (ECL). By extending silole π conjugation with thiophene units and by constraining the applied
- Booker, Christina,Wang, Xin,Haroun, Samar,Zhou, Jigang,Jennings, Michael,Pagenkopf, Brian L.,Ding, Zhifeng
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supporting information; experimental part
p. 7731 - 7735
(2009/04/10)
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- Reactivity of silole within a core-modified porphyrin environment: Synthesis of 21-silaphlorin and its conversion to carbacorrole
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Condensation of 1,1-dimethyl-3,4-diphenyl-2,5-bis(p-tolylhydroxymethyl) silole with pyrrole and p-tolylaldehyde did not form the expected 21,21-dimethyl-2,3-diphenyl-5,10,15,20-tetra(p-tolyl)-21 -silaporphy rin, but rather its reduced derivative, 21-silap
- Skonieczny, Janusz,Latos-Grazynski, Lechoslaw,Szterenberg, Ludmila
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scheme or table
p. 4861 - 4874
(2009/10/01)
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- Towards a better understanding of photo-excited spin alignment processes using silole diradicals
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The synthesis of two nitroxide-based diradicals connected to a 2,3,4,5-tetraphenylsilole (TPS) unit, especially designed to present high spin photo-excited states, is reported. While the bisnitronylnitroxide (NN) silole-based diradical, TPSNN, is unstable
- Roques, Nans,Gerbier, Philippe,Teki, Yoshio,Choua, Sylvie,Lesniakova, Petra,Sutter, Jean-Pascal,Guionneau, Philippe,Guerin, Christian
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p. 1319 - 1326
(2007/10/03)
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- Improving quantum efficiencies of siloles and silole-derived butadiene chromophores through structural tuning
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A brighter future for siloles. Luminescent silole chromophores with the highest quantum efficiencies reported for a fully substituted monomeric silole are generated by altering the steric properties of the substituent groups. Treatment of 1,1-dimethylsilo
- Boydston, Andrew J.,Pagenkopf, Brian L.
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p. 6336 - 6338
(2007/10/03)
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- A convenient synthesis of alkynylsilanes by silylation of copper(I) alkynides
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Alkynylation of chlorosilanes with copper(I) alkynides takes place smoothly in the presence of triphenylphosphine, N, N, N′, N′-tetramethylethylenediamine, or zinc powder to give a variety of alkynylsilanes in good yields.
- Sugita, Hikaru,Hatanaka, Yasuo,Hiyama, Tamejiro
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p. 379 - 380
(2007/10/03)
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- Silylation of 1-Alkynes with Chlorosilanes Promoted by Zinc: Preparation of Alkynylsilanes in a Single Step
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The direct silylation of 1-alkynes with chlorosilanes smoothly takes place in the presence of zinc powder in acetonitrile, giving good yields of alkynylsilanes.The reactions are tolerant of a wide range of functionalities such as carboxylic acid, ester, alcohol, and chlorine in the 1-alkynes.
- Sugita, Hikaru,Hatanaka, Yasuo,Hiyama, Tamejiro
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p. 2769 - 2772
(2007/10/02)
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- Organo-Substituted Siloles by Twofold Organoboration of Di-1-alkynylsilanes
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Me2Si(CCR)2 , prepared from Me2SiCl2 and MCCR (M = Li, Na, K), react with Et3B by 1,1-ethyloboration to form the organosubstituted siloles (1a-f) in high yields with different reaction r
- Koester, Roland,Seidel, Guenter,Suess, Juergen,Wrackmeyer, Bernd
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p. 1107 - 1114
(2007/10/02)
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- SYNTHESIS AND PROPERTIES OF ACETYLENIC CHLOROORGANOSILANES
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The reactions of dichloroorganosilanes with 1-hexynyl- and (phenylethynyl)-sodiums lead to the formation of chloro-(1-hexynyl)- and -(phenylethynyl)-organosilanes.Their reactions with mercuriobisacetaldehyde go selectively at the silicon-halogen bond with
- Komarov, N. V.,Ol'khovskaya, L. I.,Pushkareva, K. S.,Soboleva, L. A.
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p. 1409 - 1411
(2007/10/02)
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