engleski

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

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 sp(3) nitrogen whereas the N-substituents on the succinimides are attached to an sp(2) nitrogen atom and remain static. Preferred invertomer geometry can be determined using molecular modelling.

CYCLOADDITION; MOLECULES; ELECTRON; modelling

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