Paracyclophane-substituted diazomethane

In contrast to diazomethane, homopolymerization of higher diazoalkanes and aryldiazomethanes have not been so successful, giving lower molecular weight polymers in lower yields in general. Recently, Wada, Morisaki, and Chujo applied the BF3-initiated polymerization to paracyclophane-substituted diazomethanes, aiming at the synthesis of C-C main chain polymers, whose main chain is densely surrounded by cyclophane units [19]. The poly(cyclophane-substituted methy-lene)s with M = 800 1,300 were obtained in 5 20% yields. As expected,... 

Scheme 5 BFs-mediated polymerization of paracyclophane-substituted diazomethane...

---