Heterogeneous carbon nitride photocatalyst for C–C bond oxidative cleavage of vicinal diols in aerobic micellar medium

Abstract

<p>A visible-light promoted oxidative cleavage of vicinal diols by using CN620 as a recyclable photocatalyst in aerobic micellar medium has been developed.</p>

Recent advances in visible-light graphitic carbon nitride (g-C3N4) photocatalysts for chemical transformations

“…For example, Chen et al designed a bottom-up supramolecular self-assembly pathway to synthesize 3D porous g-C 3 N 4 assembled from highly crystalline and ultrathin nanosheets, which achieved both stability and overall photocatalytic water splitting activity. 66 The unique electronic structure of g-C 3 N 4 -based photocatalysts has prompted their applications in selective organic transformations, 67 including oxidation, reduction, and coupling reactions. Given that these organic transformation reactions play a key role in industrial and fine chemical synthesis, it is very attractive for nontoxic g-C 3 N 4 -based photocatalysts driven by visible light to accomplish the corresponding reactions under mild conditions.…”

The Photoinduced Electrocyclization Reaction of Triphenylamine (TPA) in Sustainable and Confined Micellar Solutions: A Steady‐State and Laser Flash Photolysis Approach

“…[2][3][4][5][6][7] In this context, an impressive range of both photochemical and photocatalyzed processes has been investigated under micellar conditions including, among the most recent examples, photo-Fries rearrangements, [8,9] decarboxylation of αarylpropionic esters [10] and photoredox catalyzed processes. [11][12][13][14][15][16] A significant attention has been also given to the use of photocyclizations as reaction model to investigate micellar systems, as an example, the conversion of 2-pyridylphenyl ketone into fluorenone-like derivatives was investigated in sodium dodecyl sulfate and Triton X-100 micelles by Favaro and co-workers, via both steady-state and time-resolved analyses [17] More recently, Petrov and co-workers described the photochromism of 7,4'-Dihydroxyflavylium/trans-chalcone system in the presence of sodium bis(2-ethylhexyl) sulfosuccinate (AOT) as the surfactant. Interestingly, while cyclization of the chalcone derivative occurs at the hydrophobic side of the AOT reverse micelle interface, the generated flavylium ion move to the water pool, where the retro-cyclization slowly occurs.…”

One-pot synthesis of new alkyl 1-naphthoates bearing quinoline, pyranone and cyclohexenone moieties via metal-free sequential addition/oxidation reactions

“…31,37 The C-C bond oxidative cleavage of vicinal diols has been studied in many literatures. [38][39][40] Vicinal diols are cleaved by oxo-donor reagents such as periodic acid to yield carbonyl-containing derivatives via oxo-transfer mechanism, depending on the reaction conditions, reagents, and the number of groups substituted on the carbon atoms bearing the hydroxyl groups. In this study, no attempts were carried out for separation of diols intermediates 4, thus, aer the addition step, they directly treated with H 5 IO 6 as the oxidant reagent and the reaction was allowed to continue at room temperature.…”