Development of amide transformation by catalytic system inhibiting amide resonance

2015 Fiscal Year Final Research Report

• Project/Area Number: 25810062
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Multi-year Fund
• Research Field: Synthetic chemistry
• Research Institution: Osaka University
• Principal Investigator: Kita Yusuke 大阪大学, 基礎工学研究科, 助教 (40593489)
• Project Period (FY): 2013-04-01 – 2016-03-31
• Keywords: アミド結合切断 / エステル化 / 水素化

Outline of Final Research Achievements

The amide bond is a ubiquitous and thermodynamically stable due to amide resonance where the lone pair of electrons on the nitrogen is delocalized into the carbonyl. Although amide-directed C-H bond functionalization is an attractive topic of interest, cleavage of the amide bond is difficult owing to the inert nature of amides and thus its application is limited. Under such background, we developed esterification of unactivated amides catalyzed by combined catalytic system of scandium triflate and boron compounds as well as manganese complex bearing N-bidentate ligand. In addition, Ru-catalyzed hydrogenation of amides was efficiently promoted by the addition of catalytic amount of zinc salt.

Free Research Field

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