TY - JOUR
T1 - Chemical shift and coupling constant analysis of dibenzyloxy disulfides
AU - Stoutenburg, Eric G.
AU - Gryn'ova, Ganna
AU - Coote, Michelle
AU - Priefer, Ronny
PY - 2015
Y1 - 2015
N2 - 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 1.1ppm 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.
AB - 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 1.1ppm 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.
U2 - 10.1016/j.saa.2014.10.109
DO - 10.1016/j.saa.2014.10.109
M3 - Article
VL - 136
SP - 1924
EP - 1931
JO - Spectrochimica Acta: part A
JF - Spectrochimica Acta: part A
IS - Part C
ER -