4805-22-5Relevant articles and documents
Emission enhancement of a carbazole-based fluorophore on a quantum dot surface
Kumar De, Puran,Neckers, Douglas C.
, p. 363 - 368 (2013)
A novel carbazole-based fluorophore 5-(carbazol-9-yl)-5′-mercapto-2, 2′-bithiophene (CBTSH) was synthesized. CBTSH exhibited emission enhancement when attached to the surface of CdSe quantum dots (QDs). The emission quantum yield of CBTSH attached to CdSe is almost 5 times larger than that of CBTSH alone. The emission enhancement of CBTSH on the CdSe surface is due to the restriction on the rotational and vibrational motions of the carbazolylbithienyl unit as a result of QD aggregation.
Synthesis and Characterization of α,α'-Bis(aminomethyl)oligothiophenes and Their Related Compounds
Muguruma, Hitoshi,Saito, Takashi,Sasaki, Satoshi,Hotta, Shu,Karube, Isao
, p. 173 - 178 (1996)
We have synthesized and characterized a series of novel compounds of α,α'-bis(aminomethyl)oligothiophenes and their related compounds whose degree of polymerization spans two (dimer) to five (pentamer). The compounds presented in our studies are α,α'-bis[(2,2,5,5-tetramethyl-1-aza-2,5-disilacyclopenthyl)methyl] oligothiophene, α,α'-bis(aminomethyl)oligothiophene dihydrochloride and α,α'- bis(aminomethyl)oligothiophene. These compounds exhibit desired chemical activity while maintaining controllable electronic properties. The synthetic processes of the oligothiophenes are as follows: 2-aminomethylthiophene is first 'protected' and the thiophene rings are coupled using standard Grignard methods. The protected groups are removed at the final stage of the reaction. The compounds show unique properties; for example α,α'-bis(aminomethyl)oligothiophene dihydrochloride is soluble in water. The results of electronic spectra and duration are also presented.
Improved synthesis of a quaterthiophene-triazine-diamine derivative, a promising molecule to study pathogenic prion proteins
Rodrigues, Alysson Duarte,Imberdis, Thibaut,Perrier, Véronique,Robitzer, Mike
, p. 368 - 373 (2015)
The 6,6′-([2,2′:5′,2″:5″,2-quaterthiophene]-5,5-diyl)bis(1,3,5-triazine-2,4-diamine) (MR100), has been previously investigated in our research group through its biological activities toward pathogenic prion proteins (PrPSc). This compound presents a high affinity to protein strains and interacts selectively with at least one β-sheet rich isoform of prion protein. Herein we present the improved total synthesis of MR100, through a palladium-catalyzed direct double arylation using the concerted metalation deprotonation mechanism (CMD).
Synthesis and structure of tetrathiophene with a chiral 1,1′-binaphthyl kink
Rajca,Wang,Pawitranon,Brett,Stezowski
, p. 1060 - 1061 (2001)
A chiral oligothiophene, possessing in-chain chirality, was prepared and its racemate was characterized by single crystal X-ray crystallography; the in-chain chiral 1,1′-binaphthyl moiety interrupts the π-conjugation and affects the solid state properties
Visible-light-promoted oxidative halogenation of (hetero)arenes
Jiang, Xuefeng,Li, Yiming,Lu, Lingling
supporting information, p. 5989 - 5994 (2020/10/18)
Organic halides are critical building blocks that participate in various cross-coupling reactions. Furthermore, they widely exist as natural products and artificial molecules in drugs with important physiological activities. Although halogenation has been well studied, to the best of our knowledge, studies focussing on sensitive systems (e.g.aryl amines) have not been reported. Herein, we describe a compatible oxidative halogenation of (hetero)arenes with air as the oxidant and halide ions as halide sources under ambient conditions (visible light, air, aqueous system, room temperature, and normal pressure). Moreover, this protocol is practically feasible for gram-scale synthesis, showing potential for industrial application.
Sterically controlled C-H/C-H homocoupling of arenes: Via C-H borylation
Pei, Xiaocong,Zhou, Guan,Li, Xuejing,Xu, Yuchen,Panicker, Resmi C.,Srinivasan, Rajavel
supporting information, p. 5703 - 5707 (2019/06/19)
A mild one-pot protocol for the synthesis of symmetrical biaryls by sequential Ir-catalyzed C-H borylation and Cu-catalyzed homocoupling of arenes is described. The regiochemistry of the biaryl formed is sterically controlled as dictated by the C-H borylation step. The methodology is also successfully extended to heteroarenes. Some of the products obtained by this approach are impossible to obtain via the Ullmann or the Suzuki coupling protocols. Finally, we have shown a one-pot sequence describing C-H borylation/Cu-catalyzed homocoupling/Pd-catalyzed Suzuki coupling to obtain π-extended arene frameworks.
