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New Adventures in the Synthesis of Hetero-Bridged syn-Facially Fused Norbornadienes (“[n]Polynorbornadienes”) and Their Topological Diversity

✍ Scribed by Ronald N. Warrener

Book ID
102676644
Publisher
John Wiley and Sons
Year
2000
Tongue
English
Weight
936 KB
Volume
2000
Category
Article
ISSN
1434-193X

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✦ Synopsis

Molecular Scaffolds formed by the linking of bicyclo[2.2.1]heptane (norbornane) subunits by sharing a common C 2bridge have great appeal to the molecular architect since modelling studies have shown that the syn-facially fused members have a curved topology. Furthermore, this curvature can be modified by replacement of the methylene bridge by heteroatom bridges (O, S, NR), and made rod-like by introducing a σ-bond between adjoining methylene bridges in sesquinorbornane subunits. This review presents synthetic methodology which allows the stereocontrolled construction

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Molecular topology: The synthesis of a n
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
✍ Ronald N. Warrener; Davor Margetic; Guanxing Sun; Ananda S. Amarasekara; Patrick 📂 Article 📅 1999 🏛 Elsevier Science 🌐 French ⚖ 260 KB

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 cyclobute