87337-07-3Relevant articles and documents
Expanding Anti-Stokes Shifting in Triplet–Triplet Annihilation Upconversion for In Vivo Anticancer Prodrug Activation
Huang, Ling,Zhao, Yang,Zhang, He,Huang, Kai,Yang, Jinyi,Han, Gang
, p. 14400 - 14404 (2017)
A strategy to expand anti-Stokes shifting from the far-red to deep-blue region in metal-free triplet–triplet annihilation upconversion (TTA-UC) is presented. The method is demonstrated by in vivo titration of the photorelease of an anticancer prodrug. This new TTA system has robust brightness and the longest anti-Stokes shift of any reported TTA system. TTA core–shell-structured prodrug delivery capsules that benefit from these properties were developed; they can operate with low-power density far-red light-emitting diode light. These capsules contain mesoporous silica nanoparticles preloaded with TTA molecules as the core, and amphiphilic polymers encapsulating anticancer prodrug molecules as the shell. When stimulated by far-red light, the intense TTA upconversion blue emission in the system activates the anticancer prodrug molecules and shows effective tumor growth inhibition in vivo. This work paves the way to new organic TTA upconversion techniques that are applicable to in vivo photocontrollable drug release and other biophotonic applications.
Lipids as versatile solvents for chemical synthesis
Bayer, Annette,Gevorgyan, Ashot,Hopmann, Kathrin H.
supporting information, p. 7219 - 7227 (2021/09/28)
Development of safe, renewable, cheap and versatile solvents is a longstanding challenge in chemistry. We show here that vegetable oils and related systems can become prominent solvents for organic synthesis. Suzuki-Miyaura, Hiyama, Stille, Sonogashira and Heck cross-couplings proceed with quantitative yields in a range of vegetable oils, fish oil, butter and waxes used as solvents. Appropriate methodologies for high-throughput screening and sustainable isolation techniques applicable for vegetable oils and related lipids are presented.
TRIPLET-TRIPLET ANNIHILATION UPCONVERSION SYSTEM, AND COMPOSITIONS AND METHODS THEREOF FOR DRUG DELIVERY
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Paragraph 00137, (2019/04/09)
The invention provides a novel class of materials that possess triplet-triplet annihilation upconversion, compositions and methods of preparation and use thereof. The invention also relates to use of such materials and nanoparticles, for example, in stimulus-responsive, in situ delivery of biologically active agents.
DBU-Mediated Efficient Synthesis of Diaryl Ethynes and Enynes from 1,1-Dibromoalkenes at Room Temperature
Thummala, Yadagiri,Morri, Ashok K.,Karunakar, Galla V.,Doddi, Venkata Ramana
supporting information, p. 6280 - 6285 (2018/11/23)
The reaction of 1,1-dibromoalkenes and aryl iodides in the presence of DBU and a PdII/CuI catalytic system afforded diaryl alkynes and enynes at ambient temperature. Control experiments demonstrated the essential ligand role of DBU i
Phenyleneanthracene derivatives as triplet energy acceptor/emitter in red light excitable triplet-triplet-annihilation upconversion
Zhong, Fangfang,Zhao, Jianzhang
, p. 909 - 918 (2016/10/09)
A series of anthracene derivatives with 9,10-substituents were prepared as triplet acceptors/emitters for triplet-triplet-annihilation (TTA) upconversion. Different linkages of C[sbnd]C single bonds and C[tbnd]C triple bonds were used to tune the singlet and triplet state energy levels, which may enhance the TTA upconversion. The study of the photophysical properties of the compounds indicates that the C[sbnd]C linker does not alter the T1 state energy level substantially, whereas the C[tbnd]C linker significantly reduced the T1 state energy levels. With nanosecond transient absorption spectroscopy, the intermolecular triplet-triplet-energy-transfer (TTET) process was studied. The lack of the upconversion for some anthracene derivatives was attributed to the inappropriate T1 energy levels thus the lack of TTET. On the other hand, different upconversion quantum yields were observed for some acceptors, although the TTET processes are similar. This result is due to the different TTA. These studies will be useful for future development of the TTA upconversion and for study of the triplet state properties of organic chromophores.
Pincer-type di(1,2,4-triazolin-5-ylidene)Pd(ii) complexes and their catalytic activities towards Cu- and amine-free Sonogashira reaction
Huynh, Han Vinh,Lee, Chen-Shiang
, p. 6803 - 6809 (2013/08/15)
Pd(ii) complexes [PdBr(A-κ3CNC)]Br (1) and [PdBr(B-κ3CNC)]Br (2) with new CNC pincer-type ligands derived from 1,2,4-triazolin-5-ylidenes have been synthesized and characterized by multinuclei NMR spectroscopies, ESI mass spectrometry and X-ray diffraction analysis. The more soluble complex 1 proved to be an efficient pre-catalyst in copper- and amine-free Sonogashira reaction with high turnover numbers. The potential for recycling of the catalyst was also demonstrated. The Royal Society of Chemistry 2013.
Direct synthesis of alkynylstannanes: ZnBr2 catalyst for the reaction of tributyltin methoxide and terminal alkynes
Kiyokawa, Kensuke,Tachikake, Nodoka,Yasuda, Makoto,Baba, Akio
experimental part, p. 10393 - 10396 (2011/12/04)
Metal hopping: Various alkynylstannanes were synthesized by the direct reaction of Bu3SnOMe with terminal alkynes at room temperature in the presence of a ZnBr2 catalyst. Rather than acting as a Lewis acid, ZnBr2 was transmetalated with Bu3SnOMe to give Zn(OMe)2, which is key to the catalytic reaction. Copyright
Zinc chloride-promoted aryl bromide-alkyne cross-coupling reactions at room temperature
Finke, Aaron D.,Elleby, Eric C.,Boyd, Michael J.,Weissman, Haim,Moore, Jeffrey S.
supporting information; experimental part, p. 8897 - 8900 (2010/03/01)
(Chemical Equation Presented) Substoichiometric amounts of ZnCl2 promote the room temperature, Pd/P(t-Bu)3-catalyzed cross-coupling of aryl bromides with alkynes. Pd(I) dimer 1 is demonstrated to be a particularly active precatalyst for this reaction. The reaction is general for a wide variety of aryl bromides.
Catalytic efficiency of a new tridentate ferrocenyl phosphine auxiliary: Sonogashira cross-coupling reactions of alkynes with aryl bromides and chlorides at low catalyst loadings of 10-1 to 10-4 Mol %
Hierso, Jean-Cyrille,Fihri, Aziz,Amardeil, Regine,Meunier, Philippe,Doucet, Henri,Santelli, Maurice,Ivanov, Vladimir V.
, p. 3473 - 3476 (2007/10/03)
(Chemical Equation Presented) The catalytic activity in Sonogashira cross-coupling reactions of alkynes with a variety of aryl halides (including chlorides) using a multidentate ferrocenyl phosphine is presented. The novel mixed ferrocenyl aryl/alkyl trip
Palladium-tetraphosphine complex: An efficient catalyst for the alkynylation of ortho-substituted aryl bromides
Feuerstein, Marie,Berthiol, Florian,Doucet, Henri,Santelli, Maurice
, p. 1281 - 1289 (2007/10/03)
The tetraphosphine cis,cis,cis-1,2,3,4-tetrakis(diphenylphosphinomethyl) cyclopentane in combination with [Pd(C3H5)Cl]2 affords a very efficient catalyst for the alkynylation of ortho-substituted aryl bromides. A wide variety of substituents such as phenyl, trifluoromethyl, acetyl, formyl or nitrile, are tolerated. High turnover numbers can be obtained with most of these aryl bromides. The coupling of sterically very congested aryl bromides such as 9-bromoanthracene or 2,4,6-triisopropylbromobenzene also proceeds in good yields.
