3359-56-6Relevant articles and documents
Diatomic sulfur detection by butadiene and norbornene: A cautionary note
Micallef,Bottle
, p. 2303 - 2306 (1997)
In the presence of the recognised S2 trapping agents, norbomene and 2,3-dimethyl-1,3-butadiene, thermolysis of both benzotrithiadiazacyclononene (1) and the previously reported S2 precursor dibenzyloxydisulfide (7), generates typical diatomic sulfur trapping products. However the implication that trithiaaryldicarboxiamides are a new class of S2 precursors must be treated with caution as control experiments, involving thermolysis of elemental sulfur, indicate that detection of the previously accepted S2 trapping produces is not conclusive evidence of the intermediacy of S2.
Chemical shift and coupling constant analysis of dibenzyloxy disulfides
Stoutenburg, Eric G.,Gryn'Ova, Ganna,Coote, Michelle L.,Priefer, Ronny
, p. 1924 - 1931 (2015/03/30)
Dialkoxy disulfides have found applications in the realm of organic synthesis as an S2 or alkoxy donor, under thermal and photolytic decompositions conditions, respectively. Spectrally, dibenzyloxy disulfides possess an ABq in the 1H NMR, which can shift by over 1.1 ppm depending on the substituents present on the aromatic ring, as well as the solvent employed. The effect of the said substituents and solvent were analyzed and compared to the center of the ABq, geminal coupling, and the differences in chemical shifts of the individual doublets. Additionally, quantum-chemical calculations demonstrated the intramolecular H-bonding arrangement, found within the dibenzyloxy disulfides.
Photolytic, autocatalyzed decomposition of benzylic dialkoxy disulfides
Rudzinski, DiAndra M.,Priefer, Ronny
scheme or table, p. 1629 - 1632 (2009/06/18)
The dialkoxy disulfide moiety has been shown to go through an intramolecular fragmentation to liberate trappable S2, and can yield an alkoxy radical under photolytic conditions. We have examined a family of benzylic dialkoxy disulfides (X-Ph-CH2-O-S-S-O-CH2-Ph-X) under photolytic conditions and observed a correlation of decomposition based upon the substituent. We have been able to show that the decomposition is autocatalyzed and has a parabolic correlation with Swain and Lupton's field constant, F.
