Publication: Synthesis and reactivity of nitrogen nucleophiles-induced cage-rearrangement silsesquioxanes
Issued Date
2012-11-19
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ISSN
00201669
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2-s2.0-84869394255
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Mahidol University
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SCOPUS
Bibliographic Citation
Inorganic Chemistry. Vol.51, No.22 (2012), 12266-12272
Suggested Citation
Thapakorn Jaroentomeechai, Pa Kwan Yingsukkamol, Chuttree Phurat, Ekasith Somsook, Tanakorn Osotchan, Vuthichai Ervithayasuporn Synthesis and reactivity of nitrogen nucleophiles-induced cage-rearrangement silsesquioxanes. Inorganic Chemistry. Vol.51, No.22 (2012), 12266-12272. doi:10.1021/ic3015145 Retrieved from: https://repository.li.mahidol.ac.th/handle/123456789/13934
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Title
Synthesis and reactivity of nitrogen nucleophiles-induced cage-rearrangement silsesquioxanes
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Abstract
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 1 H, 13 C, and 29 Si NMR spectroscopy, ESI-MS analysis, and single-crystal X-ray diffraction. © 2012 American Chemical Society.