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Ring‐opening metathesis polymerization of 11‐alkylidenebenzonorbornadienes
Author(s) -
Schimetta Michael,
Stelzer Franz
Publication year - 1994
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.1994.021950802
Subject(s) - metathesis , polymer chemistry , monomer , polymerization , allylic rearrangement , polymer , cycloaddition , carbene , ring opening metathesis polymerisation , ring (chemistry) , chemistry , ring opening polymerization , materials science , catalysis , organic chemistry
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.