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Type: Journal article
Title: Position-Addressable Nano-Scaffolds. I. The Preparation of N O- N C- and N N-Bridged Sesquinorbornadiene Succinimides as Compact Highly Functionalized Addressable Building Blocks
Author: Warrener, R.
Margetic, D.
Sun, G.
Russell, R.
Citation: Australian Journal of Chemistry, 2003; 56(4):263-267
Publisher: C S I R O Publishing
Issue Date: 2003
ISSN: 0004-9425
Statement of
Ronald N. Warrener, Davor Margetic, Guangxing Sun and Richard A. Russell
Abstract: Succinimide-functionalized N,O-, N,C-, and N,N-bridged benzo[2]polynorbornanes (benzosesquinorbornadienes) are reported for the first time and are prepared by the cycloaddition of either five-membered cyclic 1,3-dienes onto N-substituted benzo-7-azanorbornadienomaleimides or N-substituted isoindoles onto the appropriate norbornadienomaleimides. These products contain an end-fused norbornene (or a 7-substituted relative) and have been designed to act as alkene BLOCKs for the production of nano-scaffolds with up to six addressable sites supplied by each norbornene unit. The N-bridges in these BLOCKs (and their coupled products) allow N-substituent mobility by invertomerization of the sp3 nitrogen whereas the N-substituents on the succinimides are attached to an sp2 nitrogen atom and remain static. Preferred invertomer geometry can be determined using molecular modelling.
Description: © CSIRO 2003
RMID: 0020082806
DOI: 10.1071/CH02218
Published version:
Appears in Collections:Adelaide Graduate Centre publications

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