Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati 781039, Assam, India.
J Org Chem. 2021 Jan 1;86(1):1253-1261. doi: 10.1021/acs.joc.0c02473. Epub 2020 Dec 22.
Amines are used as additives to facilitate or increase the host-guest chemistry between the thiourea and the anions of Bronsted acids. However, we here demonstrate, for the first time, the synergistic effect of the combination of DMAP/HCl/Schreiner's thiourea in catalyzing dehydrative glycosylation. The variations in the electronic effects of the cationic Bronsted acid part (the protonated DMAP) in the presence of chloride binding Schreiner's thiourea have been discussed using NMR and X-ray crystallographic techniques.
胺类被用作添加剂，以促进或增加硫脲与布朗斯台德酸阴离子之间的主客体化学。然而，我们在这里首次证明了 DMAP/HCl/Schreiner 硫脲的组合在催化脱水糖基化反应中的协同效应。通过使用 NMR 和 X 射线晶体学技术，讨论了阳离子布朗斯台德酸部分（质子化的 DMAP）在存在氯化物结合 Schreiner 硫脲时的电子效应变化。
