Seven Pd-complexes with optically active bis[dihydroxazole]-type ligands promote asymmetric alternating copolymerization of 7-methylenebicyclo[4.1.0] heptane with CO, which produces an optically active polyketone, -[C(=CH 2 )-CO-C 6 H 10 ] n -. The reaction under increased CO pressure (>5 atm) affords a polymer that contains monomer units with the cis-cyclohexane-1,2-diyl group almost exclusively. The polyketone exhibits positive or negative optical rotation depending on the Pd-complex. The highest and lowest [α] D 25 of the polymer obtained are +68.9 and -76.1, respectively. Addition of dibutylcuprate to a solution of the polymer in the presence of Me 3 SiCl transforms the enone groups of the polymer to silyl enol ether groups, which are ozonized to (silyloxy)oxirane moieties.
All Science Journal Classification (ASJC) codes
- Drug Discovery
- Physical and Theoretical Chemistry
- Organic Chemistry
- Inorganic Chemistry