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Ring-opening metathesis polymerization of 11-alkylidenebenzonorbornadienes

✍ Scribed by Michael Schimetta; Franz Stelzer

Publisher
John Wiley and Sons
Year
1994
Tongue
English
Weight
425 KB
Volume
195
Category
Article
ISSN
1022-1352

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✦ Synopsis

Abstract

11‐(α‐Phenylbenzylidene)benzonorbornadiene (3) and other similar monomers were synthesized by cycloaddition of dehydrobenzene with different fulvenes. Ring‐opening metathesis polymerization of the resulting monomers using Mo‐carbene initiators gave highly stereoregular polymers. Variation of the substituents allows control of the stereoregularity of these polymers. Poly[11‐(α‐phenylbenzylidene)benzonorbornadiene] is completely cis connected, whereas poly[11‐(α‐methylbenzylidene)benzonorbornadiene] is completely trans linked. The polymers contain two very reactive carbon‐hydrogen bonds that are both allylic and benzylic. Elimination of these bridgehead hydrogens gives a fully conjugated polymer that can be described as having “fulvenoid” or “quinoid” geometry.

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