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https://hdl.handle.net/2440/48129
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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: an international journal for chemical science, 2003; 56(4):263-267 |
Publisher: | C S I R O Publishing |
Issue Date: | 2003 |
ISSN: | 0004-9425 1445-0038 |
Statement of Responsibility: | 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 |
DOI: | 10.1071/CH02218 |
Published version: | http://www.publish.csiro.au/nid/51/paper/CH02218.htm |
Appears in Collections: | Adelaide Graduate Centre publications Aurora harvest |
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