Development of highly sustainable amination

2016 Fiscal Year Final Research Report

• Project/Area Number: 26620032
• Research Category: Grant-in-Aid for Challenging Exploratory Research
• Allocation Type: Multi-year Fund
• Research Field: Organic chemistry
• Research Institution: Kyushu University
• Principal Investigator: Unhid Tatsuya 九州大学, 基幹教育院, 准教授 (50380564)
• Project Period (FY): 2014-04-01 – 2017-03-31
• Keywords: 環境適応型アミノ化 / 不斉合成 / ナイトレン移動反応

Outline of Final Research Achievements

Asymmetric nitrene transfer reaction is one of most efficient and ideal tools for the synthesis of chiral nitrogen containing compounds. Recently, we found that azide compound is an efficient nitrene precursor in enantioselective amino functionalization. (OC)ruthenium-salen complexes can decompose azide compounds to corresponding nitrene intermediates with co-producing nitrogen gas as by-product and introduce nitrogen function group with excellent enantioselectivity under ambient conditions without any activation methods such as heating and photo-irradiation.
The author has started mechanistic studies of ruthenium-catalyzed C-H amination. Based on these studies, our group disclosed the nitrene C-H insertion proceeded via rate-determining hydrogen atom abstraction and related radical-radical re-bonding. The author believed that this knowledge is an important for the progress of sustainable organic synthesis.

Free Research Field

有機合成化学