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Updated: Feb 11, 2026

Light-driven Enzymatic Decarboxylation
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Light-driven Enzymatic Decarboxylation

Published on: May 22, 2016

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アルキンのデカルボキシル化水酸化

Nicholas A Till1, Russell T Smith1, David W C MacMillan1

  • 1Merck Center for Catalysis at Princeton University , Princeton , New Jersey 08544 , United States.

Journal of the American Chemical Society
|April 18, 2018
PubMed
まとめ

この研究は,有機金属化学を用いて,活性化されていないアルキンに核性ラジカルを加えるための新しい方法を導入している. このアプローチにより,機能化されたオレフィンとC−H結合の直接ヴィニレーションを合成することができる.

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Nomenclature of Alkynes02:39

Nomenclature of Alkynes

Alkynes are unsaturated hydrocarbons characterized by the presence of carbon-carbon triple bonds and have a general formula CnH2n-2. The nomenclature of alkynes follows a set of rules similar to alkanes and alkenes; however, alkynes bear the suffix "-yne" instead of "-ane" or "-ene." There are two approaches to naming alkynes:
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Just like β-keto acids—which upon thermal decarboxylation form ketones—β-dicarboxylic acids undergo decarboxylation to generate monocarboxylic acids with the liberation of carbon dioxide.
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The acidic strength of hydrocarbons follows the order: Alkynes > Alkenes > Alkanes. The strength of an acid is commonly expressed in units of pKa — the lower the pKa, the stronger the acid. Among the hydrocarbons, terminal alkynes have lower pKa values and are, therefore, more acidic. For example, the pKa values for ethane, ethene, and acetylene are 51, 44, and 25, respectively, as shown here.
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Aldehydes and ketones are prepared from alcohols, alkenes, and alkynes via different reaction pathways. Alcohols are the most commonly used substrates for synthesizing aldehydes and ketones. The conversion of alcohol to aldehyde, which involves the oxidation process, depends on the class of the alcohol used and the strength of the oxidizing agent. For instance, primary alcohol will form an aldehyde when treated with a weak oxidizing agent; however, it gets over-oxidized to a carboxylic acid in...
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