Synthesis of polyphenylmethine by dechlorination of benzene trichloride

Poly(carbyne)s via reductive C1 polymerization

“…The product was dissolved in a minimal volume of THF, added dropwise to an excess of n-hexane, collected via filtration, and dried under vacuum at 70°C. Note that, similar to data reported for other poly(carbyne)s, 18,21 signals consistent with the incorporation of THF into the polymer were observed in some cases as minor side-products.…”

“…It was reasoned that the NMR signal suppression effects may be due to the presence of polymer‐based radicals in part because poly(phenyl carbyne)s have been previously reported to contain unpaired electrons 18–20 . Electron paramagnetic resonance (EPR) spectroscopy revealed that the polymers described above exhibited sharp signals at g = 2.002–2.003 with a separation of 8–10 G, consistent with carbon‐centered radicals.…”

“…Kryazhev et al reported (1969Kryazhev et al reported ( , 1979) that treatment of ⊍,⊍,⊍-trichlorotoluene (1) with an excess of lithium, magnesium or zinc leads to the formation of a linear, unsaturated polymer. 18,19 Bianconi and colleagues later found that exposing 1 to a sodium potassium amalgam afforded branched polymers that consisted primarily of sp 3 -hybridized carbons in the backbones. 20,21 Likewise, poly(carbyne)s derived from bromoform, chloroform and 1,1,1-trichloroethane have also been characterized as branched.…”