| Project/Area Number |
15K13692
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| Research Category |
Grant-in-Aid for Challenging Exploratory Research
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| Allocation Type | Multi-year Fund |
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| Research Field |
Synthetic chemistry
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| Research Institution | Nagoya University |
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Principal Investigator |
Ishihara Kazuaki 名古屋大学, 工学(系)研究科(研究院), 教授 (40221759)
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| Project Period (FY) |
2015-04-01 – 2016-03-31
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| Project Status |
Completed (Fiscal Year 2015)
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| Budget Amount *help |
¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
Fiscal Year 2015: ¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
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| Keywords | アミド縮合 / ボロン酸 / ペプチド / カルボン酸 / 脱水縮合 / 触媒 / グリーンケミストリー / 酸塩基複合化学 / DMAPO / アミン / 協奏触媒 / 酸塩基触媒 / アミド |
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| Outline of Final Research Achievements |
Dehydrtaive condensation reaction between equimolar amounts of carboxylic acids and amines is the most ideal synthetic method of amides and peptides. Several arylboronic acids have already been reported effective as catalysts for this condensation reaction. Here we found that 2,4-bis(trifluoromethyl)phenylboronic acid was much more effective than arylboronic acids known as catalysts. It is noted that ortho-trifluoromethyl group of 2,4-bis(trifluoromethyl)phenylboronic acid is important to increase the catalytic activity. ortho-Trifluoromethyl group played important roles as not only electron-withdrawing group but also sterically bulky group. This steric bulkiness suppressed the generation of inert species via boronic acid and amines.
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