1,3-Dipolar Addition Reactions of Some Bisdiazo Compounds with Mono and Diolefins
STEVENS INST OF TECH HOBOKEN NJ DEPT OF CHEMISTRY AND CHEMICAL ENGINEERING
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Bisdiazoterephthalaldehyde, para-bisdiazobenzoylbenzene and meta-bis-diazobenzoylbenzene were synthesized as dicarbene precursors. Simultaneous dicarbene formation and olefinic insertion was attempted. However, what was observed was 1,3-dipolar addition of the bisdiazo compounds and strained olefinic systems such as norbornene and norbornadiene. Nuclear magnetic resonance spectroscopy indicates that the stereo-chemistry of the adducts formed lead to some large chemical shifts. Polymerization was also attempted between meta-bisdiazobenzoylbenzene and norbornadiene.
- Organic Chemistry