Efficient Dehydration of 1-Phenylethanol to Styrene by Copper(II) and Zinc(II) Fused-Bisoxazolidine Catalysts

IF 11.3 1区化学 Q1 CHEMISTRY, PHYSICAL

ACS Catalysis Pub Date : 2024-10-11 DOI:10.1021/acscatal.4c04572

Aurodeep Panda, Caroline R. Wood, William W. Brennessel, William D. Jones

引用次数: 0

Abstract

The air-stable copper(II) catalyst [Cu(^mesoFOX-L1)(MeCN)][OTf]₂ (2a) is prepared from a fused meso-dipyridylbisoxazolidine (^mesoFOX-L1) and CuBr₂, followed by treatment with AgOTf. The compound is a catalyst for the dehydration of 1-phenylethanol to styrene (+H₂O) in over 95% yield at 1 mol % catalyst loading. Other alcohols (benzylic, tertiary, or allylic) are also efficiently dehydrated by this catalyst. Water separation in toluene solvent is found to play an important role in the reaction. Related compounds with Zn(II) have been prepared and display reduced dehydration activity.

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铜（II）和锌（II）熔融双噁唑烷催化剂将 1-苯乙醇高效脱水成苯乙烯的过程

空气稳定的铜(II)催化剂[Cu(mesoFOX-L1)(MeCN)][OTf]2 (2a)是由融合的介-二吡啶基双恶唑烷（mesoFOX-L1）和 CuBr2 制备而成，然后用 AgOTf 进行处理。该化合物是 1-苯基乙醇脱水成苯乙烯（+H2O）的催化剂，催化剂负载量为 1 摩尔%时，产率超过 95%。该催化剂还能有效脱水其他醇类（苄醇、叔醇或烯丙基醇）。研究发现，甲苯溶剂中的水分离在反应中发挥了重要作用。已经制备出了含有 Zn(II) 的相关化合物，但其脱水活性有所降低。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

ACS Catalysis CHEMISTRY, PHYSICAL-

CiteScore

20.80

自引率

6.20%

发文量

1253

审稿时长

1.5 months

期刊介绍： ACS Catalysis is an esteemed journal that publishes original research in the fields of heterogeneous catalysis, molecular catalysis, and biocatalysis. It offers broad coverage across diverse areas such as life sciences, organometallics and synthesis, photochemistry and electrochemistry, drug discovery and synthesis, materials science, environmental protection, polymer discovery and synthesis, and energy and fuels. The scope of the journal is to showcase innovative work in various aspects of catalysis. This includes new reactions and novel synthetic approaches utilizing known catalysts, the discovery or modification of new catalysts, elucidation of catalytic mechanisms through cutting-edge investigations, practical enhancements of existing processes, as well as conceptual advances in the field. Contributions to ACS Catalysis can encompass both experimental and theoretical research focused on catalytic molecules, macromolecules, and materials that exhibit catalytic turnover.