Formal Aryne/Carbon Monoxide Copolymerization To Form
Aromatic Polyketones/Polyketals
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Abstract
A palladium-catalyzed alternating
copolymerization of [2.2.1]oxabicyclic
alkenes <b>1</b> with carbon monoxide afforded isomer mixtures
of polyketones <b>2</b><sub><b>ktn</b></sub> and polyketals <b>2</b><sub><b>ktl</b></sub>. Subsequent acid-induced dehydration
of polymer <b>2</b> furnished novel aromatic polymers consisting
of polyketones <b>3</b><sub><b>ktn</b></sub> and polyketals <b>3</b><sub><b>ktl</b></sub> units. This formal aryne/carbon
monoxide copolymerization thus generated the first example of poly(aryne-<i>alt</i>-carbon monoxide)s, in which <i>o</i>-arylene
and carbonyl units are incorporated in an alternating fashion
