POSS fulleropyrrolidines

David Clarke; Stephen Clarke; Janis Matisons; George Simon; Anna Samoc; Marek Samoc

doi:10.1109/ICONN.2008.4639234

POSS fulleropyrrolidines

David Clarke^*, Stephen Clarke, Janis Matisons, George Simon, Anna Samoc, Marek Samoc

^*Corresponding author for this work

Research output: Chapter in Book/Report/Conference proceeding › Conference contribution › peer-review

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 silyl-dioxalane 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.

Original language	English
Title of host publication	Proceedings of the 2008 International Conference on Nanoscience and Nanotechnology, ICONN 2008
Pages	17-20
Number of pages	4
DOIs	https://doi.org/10.1109/ICONN.2008.4639234
Publication status	Published - 2008
Event	2008 International Conference on Nanoscience and Nanotechnology, ICONN 2008 - Melbourne, VIC, Australia Duration: 25 Feb 2008 → 29 Feb 2008

Publication series

Name	Proceedings of the 2008 International Conference on Nanoscience and Nanotechnology, ICONN 2008

Conference

Conference	2008 International Conference on Nanoscience and Nanotechnology, ICONN 2008
Country/Territory	Australia
City	Melbourne, VIC
Period	25/02/08 → 29/02/08

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10.1109/ICONN.2008.4639234

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Clarke, D., Clarke, S., Matisons, J., Simon, G., Samoc, A., & Samoc, M. (2008). POSS fulleropyrrolidines. In Proceedings of the 2008 International Conference on Nanoscience and Nanotechnology, ICONN 2008 (pp. 17-20). Article 4639234 (Proceedings of the 2008 International Conference on Nanoscience and Nanotechnology, ICONN 2008). https://doi.org/10.1109/ICONN.2008.4639234

@inproceedings{16a65a426bdc4612b887607a2c350695,

title = "POSS fulleropyrrolidines",

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 silyl-dioxalane 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.",

keywords = "Fullerene, Hydrosilylation, Optical limiting, Silsesquioxane",

author = "David Clarke and Stephen Clarke and Janis Matisons and George Simon and Anna Samoc and Marek Samoc",

year = "2008",

doi = "10.1109/ICONN.2008.4639234",

language = "English",

isbn = "1424415047",

series = "Proceedings of the 2008 International Conference on Nanoscience and Nanotechnology, ICONN 2008",

pages = "17--20",

booktitle = "Proceedings of the 2008 International Conference on Nanoscience and Nanotechnology, ICONN 2008",

note = "2008 International Conference on Nanoscience and Nanotechnology, ICONN 2008 ; Conference date: 25-02-2008 Through 29-02-2008",

}

Clarke, D, Clarke, S, Matisons, J, Simon, G, Samoc, A & Samoc, M 2008, POSS fulleropyrrolidines. in Proceedings of the 2008 International Conference on Nanoscience and Nanotechnology, ICONN 2008., 4639234, Proceedings of the 2008 International Conference on Nanoscience and Nanotechnology, ICONN 2008, pp. 17-20, 2008 International Conference on Nanoscience and Nanotechnology, ICONN 2008, Melbourne, VIC, Australia, 25/02/08. https://doi.org/10.1109/ICONN.2008.4639234

POSS fulleropyrrolidines. / Clarke, David; Clarke, Stephen; Matisons, Janis et al.
Proceedings of the 2008 International Conference on Nanoscience and Nanotechnology, ICONN 2008. 2008. p. 17-20 4639234 (Proceedings of the 2008 International Conference on Nanoscience and Nanotechnology, ICONN 2008).

Research output: Chapter in Book/Report/Conference proceeding › Conference contribution › peer-review

TY - GEN

T1 - POSS fulleropyrrolidines

AU - Clarke, David

AU - Clarke, Stephen

AU - Matisons, Janis

AU - Simon, George

AU - Samoc, Anna

AU - Samoc, Marek

PY - 2008

Y1 - 2008

N2 - 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 silyl-dioxalane 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.

AB - 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 silyl-dioxalane 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.

KW - Fullerene

KW - Hydrosilylation

KW - Optical limiting

KW - Silsesquioxane

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U2 - 10.1109/ICONN.2008.4639234

DO - 10.1109/ICONN.2008.4639234

M3 - Conference contribution

SN - 1424415047

SN - 9781424415045

T3 - Proceedings of the 2008 International Conference on Nanoscience and Nanotechnology, ICONN 2008

SP - 17

EP - 20

BT - Proceedings of the 2008 International Conference on Nanoscience and Nanotechnology, ICONN 2008

T2 - 2008 International Conference on Nanoscience and Nanotechnology, ICONN 2008

Y2 - 25 February 2008 through 29 February 2008

ER -

POSS fulleropyrrolidines

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