Base-free, tunable, Au-catalyzed oxidative esterification of alcohols in continuous flow†,Reaction Chemistry & Engineering

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Base-free, tunable, Au-catalyzed oxidative esterification of alcohols in continuous flow†
Reaction Chemistry & Engineering ( IF 3.4 ) Pub Date : 2018-10-22 00:00:00 , DOI: 10.1039/c8re00085a
Felicity J. Roberts _{1,

2,

3,

4} , Christian Richard _{1,

2,

3,

4} , Fessehaye W. Zemichael _{1,

2,

3,

4} , King Kuok (Mimi) Hii _{2,

3,

4,

5} , Klaus Hellgardt _{1,

2,

3,

4} , Colin Brennan _{4,

6,

7,

8} , David A. Sale _{4,

6,

7,

8}

Affiliation

Under continuous flow conditions, hydrogen peroxide oxidizes primary alcohols (cinnamyl alcohol, decenol, decanol and benzyl alcohol) in methanol over Au/TiO₂, without the need for added base. While the allylic alcohols afforded conjugated aldehydes, aliphatic and benzylic alcohols afforded acids or esters. Selectivity for either product can be achieved by adjusting the reaction parameters. Kinetic studies revealed that the formation of the easter is faster than that of the acid, due to a greater pre-organization (larger ln A) attributed to the more favourable formation of the hemiacetal intermediate.

中文翻译：

连续流动时无碱，可调谐，金催化的醇氧化酯化†

在连续流动的条件下，过氧化氢在Au / TiO ₂上将甲醇中的伯醇（肉桂醇，癸烯醇，癸醇和苄醇）氧化，而无需添加碱。烯丙醇提供共轭醛，而脂族和苄基醇提供酸或酯。可以通过调节反应参数来实现对两种产物的选择性。动力学研究表明，由于半缩醛中间体的形成更为有利，因此预组织较大（ln A较大），因此复活节物质的形成要快于酸的形成。

更新日期：2018-10-22

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