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|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|
|Citation:||Australian Journal of Chemistry, 2003; 56(4):263-267|
|Publisher:||C S I R O Publishing|
|Ronald N. Warrener, Davor Margetic, Guangxing Sun and Richard A. Russell|
|Abstract:||Succinimide-functionalized N,O-, N,C-, and N,N-bridged benzopolynorbornanes (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|
|Appears in Collections:||Adelaide Graduate Centre publications|
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