6333-34-2Relevant academic research and scientific papers
Tuning the Reactivity of Cofacial Porphyrin Prisms for Oxygen Reduction Using Modular Building Blocks
Crawley, Matthew R.,Zhang, Daoyang,Oldacre, Amanda N.,Beavers, Christine M.,Friedman, Alan E.,Cook, Timothy R.
supporting information, p. 1098 - 1106 (2021/02/03)
We assembled eight cofacial porphyrin prisms using MTPyP (M = Co(II) or Zn(II), TPyP = 4-tetrapyridylporphyrin) and functionalized ruthenium-based "molecular clips"using coordination-driven self-assembly. Our approach allows for the rapid synthesis of these architectures in isolated yields as high as 98% for the assembly step. Structural and reactivity studies provided a deeper understanding of the role of the building blocks on the oxygen reduction reaction (ORR). Catalytic efficacy was probed by using cyclic and hydrodynamic voltammetry on heterogeneous catalyst inks in aqueous media. The reported prisms showed outstanding selectivity (>98%) for the kinetically hindered 4e-/4H+ reduction of O2 to H2O over the kinetically more accessible 2e-/2H+ reduction to H2O2. Furthermore, we have demonstrated significant cofacial enhancement in the observed catalytic rate constant ks (μ5 orders of magnitude) over the mononuclear analogue. We conclude that the steric bulk of the clip plays an important role in the structural dynamics of these prisms, which in turn modulates the ORR reactivity with respect to selectivity and kinetics.
Small molecular CD4 mimics as HIV entry inhibitors
Narumi, Tetsuo,Arai, Hiroshi,Yoshimura, Kazuhisa,Harada, Shigeyoshi,Nomura, Wataru,Matsushita, Shuzo,Tamamura, Hirokazu
, p. 6735 - 6742 (2011/12/04)
Derivatives of CD4 mimics were designed and synthesized to interact with the conserved residues of the Phe43 cavity in gp120 to investigate their anti-HIV activity, cytotoxicity, and CD4 mimicry effects on conformational changes of gp120. Significant potency gains were made by installation of bulky hydrophobic groups into the piperidine moiety, resulting in discovery of a potent compound with a higher selective index and CD4 mimicry. The current study identified a novel lead compound 11 with significant anti-HIV activity and lower cytotoxicity than those of known CD4 mimics.
N,N′-bis(substituted-phenyl)oxamides and their dinuclear pentacoordinate nickel(II) complexes
Santana, M. Dolores,García, Gabriel,Vicente-Hernández, Consuelo,García, Luís,Pérez, José,Rojo, Teófilo,Lezama, Luís
, p. 2009 - 2016 (2008/09/19)
The preparation, spectroscopic characterization and magnetic study of N,N′-bis(substituted-phenyl)oxamidate-bridged nickel(II) dinuclear complexes of formula {[Ni(N3-mc)]2(μ-CONC6H4-X)}(PF6)2/su
A new class of near-infrared electrochromic oxamide-based dinuclear ruthenium complexes
Rastegar, Majid F.,Todd, Erin K.,Tang, Hongding,Wang, Zhi Yuan
, p. 4519 - 4522 (2007/10/03)
(Chemical equation presented) We report the synthesis of a new class of symmetric and unsymmetric oxamide-based dinuclear ruthenium complexes. These complexes were characterized by NMR, ESI-MS, and electrochemical methods. Spectroelectrochemical analysis of the complexes showed broad absorptions in the NIR region for the mixed-valence state of the complexes. The introduction of a chiral group into the bridging ligand produced an optically active complex that was studied using circular dichroism.
Heterocycles from Heterocycles. 1,3-Diaryl-4,5-imidazolidinediones from 1,3,5-Triarylhexahydro-1,3,5-triazines and Oxalyl Chloride
Verardo, Giancarlo,Giumanini, Angelo G.,Gorassini, Fausto,Tolazzi, Marilena,Strazzolini, Paolo
, p. 10609 - 10628 (2007/10/02)
1,3-Diaryl-4,5-imidazolidinediones (6) are easily synthesized from 1,3,5-triarylhexahydro-1,3,5-triazines (1) and oxalyl chloride (5) in a reaction not likely to involve the zwitterionic intermediate (3) of the N-methylenearylamine dimer, but viewing the sequential pick up of two units of the monomer (2) by oxalyl chloride (5).The essential role of ethyl alcohol added to the reaction mixture is recognized.Reaction conditions have been optimized and some ten imidazolidinediones (6) were prepared in good to excellent yields.Geometric parameters of 6 were obtained by X-ray diffraction analysis: all the nuclei are found almost in one plane except for a small twist of the phenyl rings about the C-N bond.
SmI2 Promoted Coupling Reaction of Isocyanates to Oxamides
Liu, Yun-Shan,Bei, Mei-Zhi,Zhou, Zhi-Hua,Takaki, Ken,Fujiwara, Yuzo
, p. 1143 - 1144 (2007/10/02)
Oxamides were obtained in moderate to good yields by the reaction of isocyanates with the SmI2/HMPA/THF system under mild conditions.The system also caused desulfurization of isothiocyanates to give isocyanides in good yields.
Reaction Pathways for Arylcarbamoyl Radicals and the Cyclization of o-Substituted Phenylcarbamoyl Radicals
Leardini, Rino,Tundo, Antonio,Zanardi, Giuseppe
, p. 3164 - 3167 (2007/10/02)
N-Arylcarbamoyl radicals generated from N-arylformamides with di-t-butyl peroxide (ButOOBut) in chlorobenzene at 110 deg C give rise to a series of reactions depending on the nature and the position of the substituent in the aromatic ring.When the aryl group is phenyl or p-chlorophenyl the following reactions on carbamoyl radicals occur: (i) loss of hydrogen with formation of aryl isocyanates, whereas the loss of carbon monoxide leads to arylamines via arylaminyl radicals; (ii) dimerization to NN'-diaryloxamides; (iii) aromatic substitution on chlorobenzene leading to N-arylbenzamides (ipso-substitution) and N-arylchlorobenzamides.The isocyanates trapped by t-butyl alcohol and arylamines give t-butyl N-arylcarbamates and NN'-diarylureas.With o-substituted N-phenylformamides intramolecular cyclization is observed as well; in fact, the N-(o-cyanophenyl)formamide affords isatin via addition of the carbamoyl radical to the cyano-group while the N-formamide gives 2-benzothiazolone and phenyl radicals through an SHi reaction on the sulphur atom; finally 2-formamidobiphenyls furnish phenanthridones in very high yields.
