288-08-4Relevant academic research and scientific papers
Introducing the Tellurophene-Appended BODIPY: PDT Agent with Mass Cytometry Tracking Capabilities
Beharry, Andrew A.,Campbell, Jacob W.,Diaz-Rodriguez, Roberto M.,Robertson, Katherine N.,Thompson, Alison,Tung, Matthew T.
supporting information, p. 1925 - 1931 (2021/12/06)
The synthesis and characterization of the first BODIPY appended to the five-membered heterocylic tellurophene [Te] moiety is reported. By incorporating tellurophene at the meso position, the tellurophene-appended boron-dipyrromethene dye (BODIPY) acts as a multimodal agent, becoming a potent photosensitizer with a mass cytometry tag. To synthesize the compound, we developed a method to enable late-stage Suzuki-Miyaura coupling by preparing and isolating tellurophene-2-BPin in a one-step procedure from the parent tellurophene. Coupling to a meso-substituted BODIPY functionalized with a pendant aryl bromide provides the desired tellurophene-appended BODIPY. This compound demonstrated a singlet oxygen quantum yield of 0.26 ± 0.01 and produced a light dose-dependent cytotoxicity with nanomolar IC50 values against 2D cultured HeLa cells and high efficacy against 3D cultured HeLa tumor spheroids, proving to be a strong photosensitizer. The presence of the tellurophene moiety could be detected using mass cytometry, thus showcasing the ability of a tellurophene-appended BODIPY as a novel photodynamic-therapy-mass-cytometry theranostic agent.
Synthesis of Diphenylchalcogenophene Diboronic Acid Bis(pinacol) Esters and Halogen Photoelimination from Tellurium by Triplet–Triplet Annihilation
Li, Peng-Fei,Carrera, Elisa I.,Seferos, Dwight S.
, p. 917 - 921 (2016/09/13)
The synthesis of diphenylthiophene-, diphenylselenophene-, and diphenyltellurophene-based diboronic bis(pinacol) esters and their optoelectronic properties is reported. The addition of bromine to the borylated diaryltellurophene and subsequent photoelimination are investigated. The photochemical quantum yield of bromine photoelimination is (9.7±0.2) % at a 4.4 m trap (2,3-dimethyl-1,3-butadiene) concentration. It is found that the bromine photoelimination reaction can also be driven by the incorporation of a triplet sensitizer through a triplet–triplet annihilation process.
Electronic coupling mediated by furan, thiophene, selenophene and tellurophene in a homologous series of organic mixed valence compounds
Jahnke, Ann Christin,Spulber, Mariana,Neuburger, Markus,Palivan, Cornelia G.,Wenger, Oliver S.
supporting information, p. 10883 - 10886 (2014/10/15)
Charge delocalization in the mixed-valent monocationic forms of phenothiazine-decorated chalcogenophenes is explored by cyclic voltammetry, optical absorption and EPR spectroscopy. Single units of furan, thiophene, selenophene and tellurophene are found to mediate electronic coupling between the phenothiazines attached to their 2- and 5-positions roughly equally well. Electronic communication seems to occur mostly through the butadiene-like backbone of the chalcogenophenes. the Partner Organisations 2014.
A novel tellurophene-containing conjugated polymer with a dithiophenyl diketopyrrolopyrrole unit for use in organic thin film transistors
Kaur, Matinder,Seul Yang, Da,Shin, Jicheol,Wan Lee, Tae,Choi, Kihang,Ju Cho, Min,Hoon Choi, Dong
supporting information, p. 5495 - 5497 (2013/06/27)
A new tellurophene-based π-conjugated polymer, PDTDPPTe, was synthesized. PDTDPPTe exhibits a smaller optical band gap (Eg opt = 1.25 eV) than thiophene-based PDTDPPT (Eg opt = 1.30 eV). Thin-film transistors comprising PDTDPPTe displayed outstanding performance (μmax = 1.78 cm2 V-1 s-1, Ion/Ioff = 105-6).
Polytellurophenes with properties controlled by tellurium-coordination
Jahnke, Ashlee A.,Howe, Graeme W.,Seferos, Dwight S.
supporting information; experimental part, p. 10140 - 10144 (2011/03/16)
Coordinated control: Owing to their numerous synthetic challenges, polytellurophenes are a virtually unexplored class of conjugated polymers. A new dihalogenated bitellurophene monomer has been synthesized and its polymerization under palladium-catalyzed conditions was optimized. The resulting polytellurophenes are stable compounds with distinct optoelectronic properties that can be controlled by coordination with bromine (see picture). Copyright
A modified synthesis of tellurophene using NaBH4 to generate sodium telluride
Sweat, Daniel P.,Stephens, Chad E.
, p. 2463 - 2464 (2008/09/20)
A modified synthesis of tellurophene by reaction of diacetylene with sodium telluride is described. The primary modification involves the convenient in situ generation of sodium telluride by reduction of tellurium metal with NaBH4 in water.
(1Z,3Z)-Buta-1,3-dienyl-1-lithium species and substituted tellurophenes by Te/Li exchange on (1Z,3Z)-butyltelluro-1,3-butadienes and (1Z,3Z)-1,4-bis(butyltelluro)-1,3-butadienes
Dabdoub, Miguel J.,Dabdoub, Vania B.,Guerrero Jr., Palimecio G.,Silveira, Claudio C.
, p. 4199 - 4218 (2007/10/03)
(1Z,3Z)-1-Butyltelluro-1,3-butadienes 8, 9 and 12 obtained by the hydrotelluration of but-1-en-3-ynes 1, 2 and 5 were transformed into the corresponding buta-1,3-dienyl-1-lithium by reaction with n-BuLi. 1,3-Butadienes 14, 15, 17-20 were obtained with retention of the double bond geometry by reaction of the butadienyllithium intermediates with electrophiles. The butadienyllithium 13 obtained by the Te/Li exchange reaction in the (1Z,3Z)-1-butyltelluro-4-methoxy-1,3-butadiene 8 was reacted with benzaldehyde to form the corresponding alcohol 15 with total retention of configuration, that undergoes hydrolysis resulting into the (E,E)-5-phenyl-2,3-pentadien-1-al 16. Hydrotelluration of the 1-butyltellurobut-1-en-3-yne 3 permits the synthesis of the (1Z,3Z)-1,4-bis(butyltelluro)-1,3-butadiene 10 which undergoes cyclization, leading to substituted tellurophenes 24, 25, 27-29 via a sequential Csp2-Te and Csp3-Te bonds cleavage on reaction with n-BuLi followed by addition of electrophiles.
Single-source metalloorganic precursors to produce II/VI materials
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, (2008/06/13)
The present invention relates a precursor metal organic compound of the formula: wherein M is selected from the Group IIb elements of zinc, cadmium, or mercury; A is selected from amide, alkyl having from 1 to 10 carbon atoms, aryl, substituted aryl, or --Q'--Y'--(Si--R'3)3 L2 wherein L is selected from nothing or a Lewis base ligand, Q and Q' are each independently selected from Group VIa elements of sulfur, selenium, or tellurium; and Y and Y' are each independently selected from carbon, silicon, germanum and tin, and R and R' are each independently selected from alkyl having from 1 to 10 carbon atoms, aryl or substituted aryl. In a preferred embodiment, A is --Q'--Y'--(Si--R'3)L2 where L is nothing or a Lewis base ligand, especially wherein Q=Q', Y=Y' and R=R'. Methods of producing these compounds are also disclosed. These precursor materials provide in a single compound the binary, tertiary or quaternary metals in a ratio to each other that is controllable by judicious choise of metal atoms and organic substituents. The metal alloys are useful in a variety of electronic applications, particularly in semiconductors.
REACTIONS OF CHALCOGENS WITH ACETYLENES. IV. SYNTHESIS OF DIVINYL TELLURIDE BY DIRECT REACTION OF TELLURIUM WITH ACETYLENE
Gusarova, N. K.,Trofimov, B. A.,Tatarinova, A. A.,Potapov, V. A.,Gusarov, A. V.,et al.
, p. 34 - 39 (2007/10/02)
Divinyl telluride and also Z-1-vinyltelluro-1-buten-3-ol and 2-vinyltelluro-1-buten-3-ol were obtained by the direct reaction of tellurium with acetylene in the KOH-SnCl2-H2O system.In the reaction of tellurium with acetylene in the potassium hydroxide-HMPTA-water superbasic system tellurophene and 2-vinyloxy-1,3-butadiene are formed in addition to divinyl telluride.Mechanisms for the formation of all the above-mentioned compounds are proposed.
Synthese Directe de Methyl-3 et de Dimethyl-2,4 Selenophenes et Tellurophenes
Catel, Jean-Marie,Mahatsekake, Clement,Andrieu, Claude,Mollier, Yves
, p. 119 - 122 (2007/10/02)
3-Methyl and 2,4-dimethyl selennophenes and tellurophenes can be prepared in a convenient synthesis from acetylenic chlorohydrins without the need for hydrogen selenide and telluride.
