14210-45-8Relevant academic research and scientific papers
Reactions of dimethyl 2-chloroethynylphosphonate with 1-substituted 5-oxo-1H-1,2,3,4-tetrazoles
Mel'nikova,Myznikov,Dogadina,Svintsitskaya
, p. 2160 - 2166 (2014)
Addition of 1-substituted tetrazol-5-ones to dimethyl 2-chloroethynylphosphonate occurred regioselectively to form new geminally substituted bis(4-R-5-oxo-4,5-dihydro-1H-tetrazol-1-yl)ethenylphosphonates with 65- 92% yield.
Is Bismuth Really the "green" Metal? Exploring the Antimicrobial Activity and Cytotoxicity of Organobismuth Thiolate Complexes
Stephens, Liam J.,Munuganti, Sarmishta,Duffin, Rebekah N.,Werrett, Melissa V.,Andrews, Philip C.
supporting information, p. 3494 - 3508 (2020/03/23)
Antimicrobial resistance is becoming an ever-increasing threat for human health. Metal complexes and, in particular, those that incorporate bismuth offer an attractive alternative to the typically used organic compounds to which bacteria are often able to develop resistance determinants. Herein we report the synthesis, characterization, and biological evaluation of a series of homo- and heteroleptic bismuth(III) thiolates incorporating either one (BiPh2L), two (BiPhL2), or three (BiL3) sulfur-containing azole ligands where LH = tetrazolethiols or triazolethiols (thiones). Despite bismuth typically being considered a nontoxic heavy metal, we demonstrate that the environment surrounding the metal center has a clear influence on the safety of bismuth-containing complexes. In particular, heteroleptic thiolate complexes (BiPh2L and BiPhL2) display strong antibacterial activity yet are also nonselectively cytotoxic to mammalian cells. Interestingly, the homoleptic thiolate complexes (BiL3) were shown to be completely inactive toward both bacterial and mammalian cells. Further biological analysis of the complexes revealed the first insights into the biological mode of action of these particular bismuth thiolates. Scanning electron microscopy images of methicillin-resistant Staphylococcus aureus (MRSA) cells have revealed that the cell membrane is the likely target site of action for bismuth thiolates against bacterial cells. This points toward a nonspecific mode of action that is likely to contribute to the poor selectivity's demonstrated by the bismuth thiolate complexes in vitro. Uptake studies suggest that reduced cellular uptake could explain the marked difference in activity between the homo- and heteroleptic complexes.
Efficient dye-sensitized solar cells with potential-tunable organic sulfide mediators and graphene-modified carbon counter electrodes
Li, Xiong,Liu, Linfeng,Liu, Guanghui,Rong, Yaoguang,Yang, Ying,Wang, Heng,Ku, Zhiliang,Xu, Mi,Zhong, Cheng,Han, Hongwei
, p. 3344 - 3352 (2013/07/26)
A new class of organic sulfide mediators with programmable redox properties is designed via density functional theory calculations and synthesized for efficient dye-sensitized solar cells (DSCs). Photophysical and electrochemical properties of these mediators derived from systematical functionalization of the framework with electron donating and withdrawing groups (MeO, Me, H, Cl, CF3, and NO2) are investigated. With this new class of organic mediators, the redox potential can be fine-tuned over a 170 mV range, overlapping the conventional I-/I3-couple. Due to the suitable interplay of physical properties and electrochemical characteristics of the mediator involving electron-donating MeO group, the DSCs based on this mediator behave excellently in various kinetic processes such as dye regeneration, electron recombination, and mass transport. Thus, the MeO derivative of the mediator is identified as having the best performance of this series of redox shuttles. As inferred from electrochemical impedance spectroscopy and cyclic voltammetry measurements, the addition of graphene into the normal carbon counter electrode material dramatically improves the apparent catalytic activity of the counter electrode towards the MeO derivative of mediator, resulting in N719 based DSCs showing a promising conversion efficiency of 6.53% under 100 mW·cm-2 simulated sunlight illumination. Copyright
Modified julia-kocienski reaction promoted by means of m-NPT (nitro-phenyltetrazole) sulfone
Sakai, Yuki,Ikeuchi, Kazutada,Yamada, Yuji,Wakimoto, Toshiyuki,Kan, Toshiyuki
scheme or table, p. 827 - 829 (2010/06/12)
m-Nitrophenyltetrazole sulfone (2) was employed in the Julia-Kocienski reaction. The olefination reaction between 2 and carbonyl compounds proceeded smoothly under Masamune-Roush conditions (DBU and LiCl). These conditions were also applicable to our catechin derivative synthesis. Furthermore, phenolic mesylate was also tolerated in this mild reaction.
