408351-60-0Relevant academic research and scientific papers
2-nitrophenyl 4-nitrophenyl disulfide
Glidewell, Christopher,Low, John N.,Skakle, Janet M.S.,Wardell, James L.
, p. o485-o486 (2002)
The structure of the title compound, C12H8N2O4S2, contains no direction-specific intermolecular interactions, i.e. no C-H...O hydrogen bonds, no aromatic π-π-stacking interactions and no C-H...π(arene
Using Solid Catalysts in Disulfide-Based Dynamic Combinatorial Solution- and Mechanochemistry
Belenguer, Ana M.,Michalchuk, Adam A. L.,Lampronti, Giulio I.,Sanders, Jeremy K. M.
, (2021/12/27)
It was shown for the first time that solid amines can act as catalysts for disulfide-based dynamic combinatorial chemistry (DCC) by ball mill grinding. The mechanochemical equilibrium for the two disulfide reactions studied was reached within 1–3 h using ten different amine catalysts. This contrasts with the weeks to months to achieve solution equilibrium for most solid amine catalysts at 2 %mol mol?1 concentration in a 2 mMolar disulfide dynamic combinatorial library in a suitable solvent. The final mechanochemical equilibrium was independent of the catalyst used but varied with other ball mill grinding factors such as the presence of traces of solvent. The different efficiencies of the amines tested were discussed.
Implications of Thermodynamic Control: Dynamic Equilibrium Under Ball Mill Grinding Conditions
Belenguer, Ana M.,Lampronti, Giulio I.,Sanders, Jeremy K. M.
, p. 764 - 773 (2021/10/20)
We report a powerful example of subtle dynamic equilibrium control under milling conditions using the base catalysed solid state disulfide exchange reaction between two homodimers (bis-2-nitrophenyldisulfide and bis-4-nitrophenyldisulfide) to produce the heterodimer (4-nitrophenyl-2-nitrophenyl-disulfide). Under ball mill neat grinding conditions, the equilibrium is reproducibly represented by homodimers and Form A of the heterodimer in a molar ratio of 1 to 4. The heterodimer crystallizes in two different polymorphic forms, Form A and Form B, which can be interconverted by changing the milling conditions between neat grinding and liquid assisted grinding with a number of solvents. Because such milling equilibria are reversible and dynamic in nature, we interpret these end points as existing in local thermodynamic wells. Moreover, homodimer bis-2-nitrophenyldisulfide also shows two polymorphs, Form I and Form II, depending on the milling conditions, further complicating the picture. Because of the nanocrystalline nature of these solid forms, we suggest that surface effects are responsible for the switch in polymorph stabilities in the milling jar.
