Journal
INORGANIC CHEMISTRY
Volume 51, Issue 22, Pages 12266-12272Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ic3015145
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Funding
- Thailand Research Fund [MRG5580011]
- Office of the Higher Education Commission
- Center of Excellence for Innovation in Chemistry (PERCH-CIC)
- NANOTEC Center of Excellence at Mahidol University, National Nanotechnology Center, Thailand
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Novel phthalimide and o-sulfobenzimide-functionalized silsesquioxanes were successfully synthesized via nucleophilic substitution reactions from octakis(3-chloropropyl)octasilsesquioxane. Surprisingly, the formation of deca- and dodecasilsesquioxanes cages was discovered during substitution with phthalimide, but only octasilsesquioxane maintained a cage in the o-sulfobenzimide substitution reaction. Moreover, we report the electronic effect of nitrogen nucleophiles to promote cage-rearrangement of inorganic silsesquioxane core for the first time. Structures of products were confirmed by H-1, C-13, and Si-29 NMR spectroscopy, ESI-MS analysis, and single-crystal X-ray diffraction.
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