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Unprecedented Formation of cis ‐ and trans ‐Di[(3‐chloropropyl)isopropoxysilyl]‐Bridged Double‐Decker Octaphenylsilsesquioxanes
Author(s) -
Ervithayasuporn Vuthichai,
Sodkhomkhum Rapheepraew,
Teerawatanad Thapong,
Phurat Chuttree,
Phinyocheep Pranee,
Somsook Ekasith,
Osotchan Tanakorn
Publication year - 2013
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201300283
Subject(s) - chemistry , deprotonation , silsesquioxane , solvent , nuclear magnetic resonance spectroscopy , crystallography , double salt , salt (chemistry) , sodium , proton nmr , medicinal chemistry , stereochemistry , inorganic chemistry , organic chemistry , ion , polymer
Abstract Silsesquioxane formation competing with the deprotonation of alcohol solvents in the presence of a strong base to form alkoxides is reported for the first time. Evidently, sodium isopropoxide is formed during the synthesis of the sodium salt of a double‐decker octaphenylsilsesquioxane tetrasilanolate in 2‐propanol as the solvent, which leads to the formation of unexpected cis ‐ and trans ‐di[(3‐chloropropyl)isopropoxysilyl]‐bridged double‐decker octaphenylsilsesquioxanes after in situ coupling with 3‐chloropropyltrichlorosilane. The desired products were characterized by 1 H NMR, 13 C NMR, and 29 Si NMR spectroscopy; ESI‐MS; and single‐crystal X‐ray diffraction.