D. Clarke, S. Clarke, J. Matisons, G. Simon, A. Samoć, M. Samoć
{"title":"POSS fulleropyrrolidines","authors":"D. Clarke, S. Clarke, J. Matisons, G. Simon, A. Samoć, M. Samoć","doi":"10.1109/iconn.2008.4639234","DOIUrl":null,"url":null,"abstract":"The first reported examples of polyhedral oligomeric silsesquioxane (POSS) cages containing a fulleropyrrolidine species are reported herein. Monosubstituted POSS-dioxalane species were synthesized through the hydrosilylation of a silyldioxalane with mono-vinyl substituted POSS. Subsequent deprotection yielded the desired aldehyde functionality. An alternative synthetic pathway, involving the nucleophilic substitution of mono-benzyl chloride POSS with 4-hydroxybenzaldehyde yielded the desired aldehyde functionality. Each mono-aldehyde POSS was then reacted with N-methylglycine and C60 to yield the desired POSS fulleropyrrolidines. The prepared compounds were characterized by multinuclear NMR, electrospray mass spectrometry, UV-VIS, fluorescence and optical power limiting measurements.","PeriodicalId":192889,"journal":{"name":"2008 International Conference on Nanoscience and Nanotechnology","volume":"1 1","pages":"0"},"PeriodicalIF":0.0000,"publicationDate":"2008-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"2008 International Conference on Nanoscience and Nanotechnology","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1109/iconn.2008.4639234","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
The first reported examples of polyhedral oligomeric silsesquioxane (POSS) cages containing a fulleropyrrolidine species are reported herein. Monosubstituted POSS-dioxalane species were synthesized through the hydrosilylation of a silyldioxalane with mono-vinyl substituted POSS. Subsequent deprotection yielded the desired aldehyde functionality. An alternative synthetic pathway, involving the nucleophilic substitution of mono-benzyl chloride POSS with 4-hydroxybenzaldehyde yielded the desired aldehyde functionality. Each mono-aldehyde POSS was then reacted with N-methylglycine and C60 to yield the desired POSS fulleropyrrolidines. The prepared compounds were characterized by multinuclear NMR, electrospray mass spectrometry, UV-VIS, fluorescence and optical power limiting measurements.
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