An efficient protocol of iridium-catalyzed allylic substitution reaction and its application to polymer synthesis: complementary regio- and stereoselective allylation polycondensation via Ir and Pd catalyses.
An efficient protocol of the Ir-catalyzed allylic substitution reaction is reported using N,O-bis(trimethylsilyl)acetamide as a base in the presence of nBu4NF as a cocatalyst. The reaction completely proceeded under very mild conditions, and a branched allylated compound that is not easy to access via the Tsuji-Trost reaction can be synthesized. The reaction system is practical enough to be applicable for polymer syntheses. The Ir- and Pd-catalyzed allylation polycondensations generally show complementary regio- and stereoselectivities. The Ir-catalyzed reaction is versatile, and a mixed dual regioselectivity such as a branched-linear selectivity on each electrophile can also be achieved.
Nomura
Nobuyoshi
N
Laboratory of Polymer Chemistry, Graduate School of Bioagricultural Sciences, Nagoya University, Nagoya 464-8601, Japan. nnomura@nagoya-u.jp
Komiyama
Susumu
S
Kasugai
Hiroyuki
H
Saba
Marie
M
D002384:Catalysis; D007495:Iridium / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D011108:Polymers / Q000138:chemical synthesis*; D013237:Stereoisomerism
D011108:Polymers; D007495:Iridium; D010165:Palladium