Janus POSS Based on Mixed [2:6] Octakis-Adduct Regioisomers.

Autor: Han SY; Key Laboratory of Polymer Chemistry & Physics of the Ministry of Education, Center for Soft Matter Science and Engineering, College of Chemistry and Molecular Engineering, Peking University, Beijing, 100871, P.R. China., Wang XM; Key Laboratory of Polymer Chemistry & Physics of the Ministry of Education, Center for Soft Matter Science and Engineering, College of Chemistry and Molecular Engineering, Peking University, Beijing, 100871, P.R. China., Shao Y; Key Laboratory of Polymer Chemistry & Physics of the Ministry of Education, Center for Soft Matter Science and Engineering, College of Chemistry and Molecular Engineering, Peking University, Beijing, 100871, P.R. China., Guo QY; Key Laboratory of Polymer Chemistry & Physics of the Ministry of Education, Center for Soft Matter Science and Engineering, College of Chemistry and Molecular Engineering, Peking University, Beijing, 100871, P.R. China., Li Y; College of Polymer Science & Engineering, State Key Laboratory of Polymer Materials Engineering, Sichuan University, Chengdu, 610065, P.R. China., Zhang WB; Key Laboratory of Polymer Chemistry & Physics of the Ministry of Education, Center for Soft Matter Science and Engineering, College of Chemistry and Molecular Engineering, Peking University, Beijing, 100871, P.R. China. wenbin@pku.edu.cn.
Jazyk: angličtina
Zdroj: Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2016 Apr 25; Vol. 22 (18), pp. 6397-403. Date of Electronic Publication: 2016 Mar 24.
DOI: 10.1002/chem.201600579
Abstrakt: A series of regioisomeric Janus-type polyhedral oligomeric silsesquioxanes (POSS) with multiple, mixed surface functional groups has been successfully synthesized based on the cubic T8 -POSS framework in two consecutive thiol-ene reactions. The first thiol-ene addition of β-mercaptoethanol leads to a statistical mixture of multi-adducts where the regioisomers of bis-adducts (ortho, meta, and para isomers) can be isolated at synthetically useful quantities by flash column chromatography. Then, the second thiol-ene reaction readily installs a variety of functional groups onto the remaining vinyl groups of each regioisomer, providing an easy access to precisely defined, hetero-bifunctional Janus POSS nano-building blocks. The configurations and structures of the products have been unambiguously proven by using (1) H, (13) C, and (29) Si NMR spectroscopy as well as MALDI-TOF mass spectrometry.
(© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.)
Databáze: MEDLINE
Externí odkaz:
Nepřihlášeným uživatelům se plný text nezobrazuje