TY - JOUR
T1 - Optimal synthesis and sulfonylation mechanism of a novel polyhedral oligomeric octadiphenylsulfonylsilsesquioxane
AU - Li, Ziqian
AU - Yang, Rongjie
N1 - Publisher Copyright:
© 2014 Chinese Chemical Society & SIOC, CAS.
PY - 2014/11/1
Y1 - 2014/11/1
N2 - Octadiphenylsulfonylsilsesquioxane (ODPSS) was synthesized through sulfonylation of octaphenylsilsesquioxane (OPS) with benzenesulfonyl chloride and the AlCl3 catalyst in dichloromethane (CH2Cl2). By changing the solvent, catalyst, reaction time and molar ratio of reactants, the optimal reaction conditions were determined. It was found that OPS could be completely converted to ODPSS with a high yield. The product ODPSS was identified by FTIR, MALDI-TOF MS, 1H NMR, 13C NMR, 29Si NMR and elemental analysis. The reaction mechanism was analyzed and a sulfonylation model of OPS was established.
AB - Octadiphenylsulfonylsilsesquioxane (ODPSS) was synthesized through sulfonylation of octaphenylsilsesquioxane (OPS) with benzenesulfonyl chloride and the AlCl3 catalyst in dichloromethane (CH2Cl2). By changing the solvent, catalyst, reaction time and molar ratio of reactants, the optimal reaction conditions were determined. It was found that OPS could be completely converted to ODPSS with a high yield. The product ODPSS was identified by FTIR, MALDI-TOF MS, 1H NMR, 13C NMR, 29Si NMR and elemental analysis. The reaction mechanism was analyzed and a sulfonylation model of OPS was established.
KW - Friedel-Crafts sulfonylation
KW - Octadiphenylsulfonylsilsesquioxane
KW - Octaphenylsilsesquioxane
UR - http://www.scopus.com/inward/record.url?scp=84916894827&partnerID=8YFLogxK
U2 - 10.6023/cjoc201405022
DO - 10.6023/cjoc201405022
M3 - Article
AN - SCOPUS:84916894827
SN - 0253-2786
VL - 34
SP - 2338
EP - 2344
JO - Chinese Journal of Organic Chemistry
JF - Chinese Journal of Organic Chemistry
IS - 11
ER -