92-82-0Relevant articles and documents
Enthalpies of combustion of phenazine N-oxide, phenazine, benzofuroxan, and benzofurazan: the dissociation enthalpies of the (N-O) bonds
Leitao, M. Luisa P.,Pilcher, G.,Acree, W. E.,Zvaigzne, Anita I.,Tucker, Sheryl A.,et al.
, p. 923 - 928 (1990)
The standard (p0 = 0.1 MPa) molar enthalpies of combustion at 298.15 K were measured by static-bomb calorimetry and the standard molar enthalpies of sublimation at 298.15 K were measured by microcalorimetry for phenazine, benzofurazon, and their corresponding N-oxides: From the standard molar enthalpies of formation of the gaseous compounds, the molar dissociation enthalpies of the (N-O) bonds were derived: D(N-O)/(kJ*mol-1): phenazine N-oxide, 280.7 +/- 5.6; benzofuroxan, 250.9 +/- 3.0.
Enhanced catalytic activity in organic solvents using molecularly dispersed haemoglobin-polymer surfactant constructs
Zhang, Yixiong,Patil, Avinash J.,Perriman, Adam W.,Mann, Stephen
, p. 9561 - 9563 (2013)
The surface of haemoglobin (Hb) is chemically modified to produce molecular dispersions of discrete core-shell Hb-polymer surfactant bionanoconjugates in water and organic solvents. The hybrid nanoconstructs exhibit peroxidase-like catalytic activity with enhanced turnover rates compared with native Hb in water. The Royal Society of Chemistry 2013.
One-pot production of phenazine from lignin-derived catechol
He, Zhimin,Qi, Wei,Ren, Tianyu,Yan, Ning
, p. 1224 - 1230 (2022/02/17)
Upgrading lignin-derived monomeric products is crucial in bio-refineries to effectively utilize lignin. Herein, we report a simple strategy to convert catechol to phenazine, a useful N-heterocycle three-aromatic-ring compound, whose current synthetic procedure is complex via a petroleum-derived feedstock. The reaction uses catechol as the sole carbon source and aqueous ammonia as reaction media and a nitrogen source. Without additional solvents, phenazine was obtained in 67% yield in the form of high purity crystals (>97%) over a Pd/C catalyst after a one-pot-two-stage reaction. When cyclohexane was used as a co-solvent in the first step, a higher yield (81%) and purity (>99%) were achieved. Mechanistic investigations involving control experiments and an isotope labeling study reveal that hydrogenation, amination, coupling and dehydrogenation reactions are the key steps leading to phenazine formation. The conversion of other lignin-derived catechols highlights that the protocol is extendable to produce substituted phenazines.
The silver-mediated annulation of arylcarbamic acids and nitrosoarenes toward phenazines
Chen, Fan,Cheng, Jiang,Qian, Peng-Cheng,Wang, Lu
, (2021/12/17)
A silver-mediated annulation between arylcarbamic acids and nitrosoarenes was developed, leading to phenazines in moderate to good yields with complexity and diversity. This procedure proceeded with the sequential ortho[sbnd] C[sbnd]H functionalization of arylcarbamic acids, insertion to nitroso group and decarboxylative annulation.
K2S2O8activation by glucose at room temperature for the synthesis and functionalization of heterocycles in water
Hunjan, Mandeep Kaur,Laha, Joydev K.
, p. 8437 - 8440 (2021/09/02)
While persulfate activation at room temperature using glucose has primarily been focused on kinetic studies of the sulfate radical anion, the utilization of this protocol in organic synthesis is rarely demonstrated. We reinvestigated selected K2S2O8-mediated known organic reactions that invariably require higher temperatures and an organic solvent. A diverse, mild functionalization and synthesis of heterocycles using the inexpensive oxidant K2S2O8 in water at room temperature is reported, demonstrating the sustainability and broad scope of the method. Unlike traditional methods used for persulfate activation, the current method uses naturally abundant glucose as a K2S2O8 activator, avoiding the use of higher temperature, UV light, transition metals or bases.
