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Molecular topology: The synthesis of a new class of rigid arc-shaped spacer molecules based on syn-facially fused norbornanes and 7-heteronorbornanes in which heterobridges are used to govern backbone curvature

✍ Scribed by Ronald N. Warrener; Davor Margetic; Guanxing Sun; Ananda S. Amarasekara; Patrick Foley; Douglas N. Butler; Richard A. Russell


Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
260 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis


Norbornadienes and 7-heteronorbornadienes are reacted with 7-oxa (or carba or aza) norbornenefused cyclobutene epoxides (or aziridines) to produce hetero-bridged polynorbornane cycloadducts containing syn-facially arranged N,O (or C,N or C,O) bridges. New dual cyclobutene epoxides and dual cyclobutene aziridines are used to prepare multi-fused norbornanes having curved topology in which the heteroatoms modify the curvature in a predictable way C>N>O; AM1 modelling of representative [9]polynorbornanes is pr~.:,ented.