95-55-6Relevant articles and documents
Continuous synthesis of aminophenols from nitroaromatic compounds by combination of metal and biocatalyst
Luckarift, Heather R.,Nadeau, Lloyd J.,Spain, Jim C.
, p. 383 - 384 (2005)
The combined action of immobilized hydroxylaminobenzene mutase and zinc in a flow-through system catalyzes the conversion of nitroaromatic compounds to the corresponding ortho-aminophenols, including a novel analog of chloramphenicol.
Modification of poly (ethylene glycol) with a multifunctional silane ligand, stabilization of Ag nanoparticles and its catalytic activity toward nitro-aromatics reduction
Fathalipour, Soghra,Zolali, Amin,Najafpour, Behzad,Pourbeyram, Sima,Zirak, Maryam
, p. 47 - 54 (2021)
The modification of poly (ethylene glycol) (PEG) with (3, 3′-bis-(3-triethoxysilylpropyl)-2, 2′-dithioxo [5, 5′] bithiazolidinylidene-4, 4′-dione) ligand was performed in the presence of Et3N in toluene (MPEG). With the addition of AgNO3, MPEG with obtain
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Brown,Warner
, (1923)
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A DFT and experimental study of the spectroscopic and hydrolytic degradation behaviour of some benzylideneanilines
Nelson, Peter N.,Robertson, Tahjna I.
, (2021/10/12)
The spectroscopic and hydrolytic degradation behaviour of some N-benzylideneanilines are investigated experimentally and theoretically via high quality density function theoretical (DFT) modelling techniques. Their absorption and vibrational spectra, accurately predicted by DFT calculations, are highly dependent on the nature of the substituents on the aromatic rings, hence, though some of their spectroscopic features are similar, energetic differences exist due to differences in their electronic structures. Whereas the o-hydroxy aniline derived adducts undergo hydrolysis via two pathways, the most energetically economical of which is initiated by a fast enthalpy driven hydration, over a conservative free energy (ΔG?) barrier of 53 kJ mol?1, prior to the rate limiting entropy controlled lysis step which occurs via a conservative barrier of ca.132 kJ mol?1, all other compounds hydrolyse via a slower two-step pathway, limited by the hydration step. Barriers heights for both pathways are controlled primarily by the structure and hence, stability of the transition states, all of which are cyclic for both pathways.
Regioselective Radical Arene Amination for the Concise Synthesis ofortho-Phenylenediamines
Gillespie, James E.,Morrill, Charlotte,Phipps, Robert J.
supporting information, p. 9355 - 9360 (2021/07/19)
The formation of arene C-N bonds directly from C-H bonds is of great importance and there has been rapid recent development of methods for achieving this through radical mechanisms, often involving reactiveN-centered radicals. A major challenge associated with these advances is that of regiocontrol, with mixtures of regioisomeric products obtained in most protocols, limiting broader utility. We have designed a system that utilizes attractive noncovalent interactions between an anionic substrate and an incoming radical cation in order to guide the latter to the areneorthoposition. The anionic substrate takes the form of a sulfamate-protected aniline and telescoped cleavage of the sulfamate group after amination leads directly toortho-phenylenediamines, key building blocks for a range of medicinally relevant diazoles. Our method can deliver both free amines and monoalkyl amines allowing access to unsymmetrical, selectively monoalkylated benzimidazoles and benzotriazoles. As well as providing concise access to valuableortho-phenylenediamines, this work demonstrates the potential for utilizing noncovalent interactions to control positional selectivity in radical reactions.