Synthesis of Optically Active Polymers Having Axially Chiral Allenic Units in Their Main Chains

2017 Fiscal Year Final Research Report

• Project/Area Number: 16K13989
• Research Category: Grant-in-Aid for Challenging Exploratory Research
• Allocation Type: Multi-year Fund
• Research Field: Synthetic chemistry
• Research Institution: The University of Tokushima
• Principal Investigator: Ogasawara Masamichi 徳島大学, 大学院社会産業理工学研究部(理工学域), 教授 (70301231)
• Co-Investigator(Renkei-kenkyūsha): NAKANO TAMAKI 北海道大学, 触媒科学研究所, 教授 (40227856)
• Project Period (FY): 2016-04-01 – 2018-03-31
• Keywords: アレン / パラジウム / 軸不斉 / 求核置換反応 / 均一系触媒 / 不斉合成 / ホスフィン / 配位子

Outline of Final Research Achievements

Palladium-catalyzed reaction between a bifunctional electrophile (3-bromo-2,4-pentadienyl ester) and a bifunctional nucleophile (bis-malonate) provided polymers/oligomers having axially chiral allenic units in their main chains. Using a chiral palladium catalyst, optically active polymers/oligomers based on the axially chiral allenic moieties were obtained. The optically active polymers obtained from a bifunctional nucleophile having a siloxane junction could be converted to the corresponding monomeric allene quantitatively by the hydrofluoric acid treatment. The monomeric allene thus obtained was analyzed by the chiral HPLC to determine the stereoselectivity of the asymmetric polymerization process.

Free Research Field

有機金属化学