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

Engineering Office of the Dean

Research output: Chapter in Book/Report/Conference proceeding › Conference Paper › Other

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 C ₆₀ 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
Publisher	IEEE, Institute of Electrical and Electronics Engineers
Pages	17-20
Number of pages	4
ISBN (Print)	1424415047, 9781424415045
DOIs	https://doi.org/10.1109/ICONN.2008.4639234
Publication status	Published - 24 Nov 2008
Event	International Conference on Nanoscience and Nanotechnology (ICONN) 2008 - Melbourne Convention Centre, Melbourne, Australia Duration: 25 Feb 2008 → 29 Feb 2008 Conference number: 2nd

Conference

Conference	International Conference on Nanoscience and Nanotechnology (ICONN) 2008
Abbreviated title	ICONN 2008
Country/Territory	Australia
City	Melbourne
Period	25/02/08 → 29/02/08

Keywords

Fullerene
Hydrosilylation
Optical limiting
Silsesquioxane

Access to Document

10.1109/ICONN.2008.4639234

Cite this

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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 C 60 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",

month = nov,

day = "24",

doi = "10.1109/ICONN.2008.4639234",

language = "English",

isbn = "1424415047",

pages = "17--20",

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

publisher = "IEEE, Institute of Electrical and Electronics Engineers",

address = "United States of America",

note = "International Conference on Nanoscience and Nanotechnology (ICONN) 2008, 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. IEEE, Institute of Electrical and Electronics Engineers, pp. 17-20, International Conference on Nanoscience and Nanotechnology (ICONN) 2008, Melbourne, Victoria, Australia, 25/02/08. https://doi.org/10.1109/ICONN.2008.4639234

TY - GEN

T1 - POSS fulleropyrrolidines

AU - Clarke, David

AU - Clarke, Stephen

AU - Matisons, Janis

AU - Simon, George

AU - Samoc, Anna

AU - Samoc, Marek

N1 - Conference code: 2nd

PY - 2008/11/24

Y1 - 2008/11/24

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 C 60 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 C 60 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

UR - https://www.scopus.com/pages/publications/56349128323

U2 - 10.1109/ICONN.2008.4639234

DO - 10.1109/ICONN.2008.4639234

M3 - Conference Paper

AN - SCOPUS:56349128323

SN - 1424415047

SN - 9781424415045

SP - 17

EP - 20

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

PB - IEEE, Institute of Electrical and Electronics Engineers

T2 - International Conference on Nanoscience and Nanotechnology (ICONN) 2008

Y2 - 25 February 2008 through 29 February 2008

ER -

POSS fulleropyrrolidines

Abstract

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Keywords

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