4.8 Article

Diarylation of Alkenes by a Cu-Catalyzed Migratory Insertion/Cross-Coupling Cascade

期刊

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 136, 期 42, 页码 14730-14733

出版社

AMER CHEMICAL SOC
DOI: 10.1021/ja509056j

关键词

-

资金

  1. Indiana University
  2. ACS PRF
  3. Indiana University Chester Davis Fellowship

向作者/读者索取更多资源

A strategy for the catalytic diarylation of alkenes is presented. The method involves the migratory insertion of alkenes into an Ar-Cu complex to generate a new C(sp(3))-Cu complex, which subsequently undergoes reaction with an aryl iodide to constitute a vicinal diarylation of an alkene. The method provides access to benzofuran- and indoline-containing products. Furthermore, highly diastereoselective examples are presented, allowing access to complex, stereochemically rich structures from simple alkene starting materials.

作者

我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。

评论

主要评分

4.8
评分不足

次要评分

新颖性
-
重要性
-
科学严谨性
-
评价这篇论文

推荐

Article Chemistry, Multidisciplinary

Synthesis of Bisheteroarylalkanes by Heteroarylboration: Development and Application of a Pyridylidene-Copper Complex

Yuan Huang, M. Kevin Brown

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2019)

Article Chemistry, Multidisciplinary

Regioselective Arylboration of 1,3-Butadiene

Allison M. Bergmann, Stephen R. Sardini, Kevin B. Smith, M. Kevin Brown

ISRAEL JOURNAL OF CHEMISTRY (2020)

Article Chemistry, Multidisciplinary

Lessons in Strain and Stability: Enantioselective Synthesis of (+)-[5]-Ladderanoic Acid

Erin N. Hancock, Erin L. Kuker, Dean J. Tantillo, M. Kevin Brown

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2020)

Review Polymer Science

Alkaline-stable anion exchange membranes: A review of synthetic approaches

Wei You, Kevin J. T. Noonan, Geoffrey W. Coates

PROGRESS IN POLYMER SCIENCE (2020)

Article Chemistry, Organic

Degradation of Organic Cations under Alkaline Conditions

Wei You, Kristina M. Hugar, Ryan C. Selhorst, Megan Treichel, Cheyenne R. Peltier, Kevin J. T. Noonan, Geoffrey W. Coates

Summary: Understanding the degradation mechanisms of organic cations under basic conditions is crucial for the development of durable alkaline energy conversion devices. An evaluation of 26 model compounds is being conducted to identify cations with improved alkaline stabilities and advance the field.

JOURNAL OF ORGANIC CHEMISTRY (2021)

Article Polymer Science

Repurposing Mitsunobu Reactions as a Generic Approach toward Polyethylene Derivatives

Yin Zhang, Ting Wang, Jing Bai, Wei You

Summary: The article proposes a generic strategy using widely available starting materials (i.e., poly(ethylene-co-vinyl acetate), EVA) and mild Mitsunobu functionalization conditions to prepare over 30 polyethylene derivatives, without using noble transition metal catalysts or corrosive/explosive reagents. Functional groups such as azide, aldehyde, norbornene, and thiol can be easily installed with tunable content as high as 18 mol %. This practical method successfully prepared polyethylene-derivatized membranes with excellent antimicrobial and fluorescent properties.

ACS MACRO LETTERS (2022)

Article Energy & Fuels

Fuel cells with an operational range of-20 °C to 200 °C enabled by phosphoric acid-doped intrinsically ultramicroporous membranes

Hongying Tang, Kang Geng, Lei Wu, Junjie Liu, Zhiquan Chen, Wei You, Feng Yan, Michael D. Guiver, Nanwen Li

Summary: Researchers have developed a new type of fuel cell membrane that can operate over a wider temperature range, from -20 to 200 degrees C. This ultramicroporous membrane retains phosphoric acid even under highly humidified conditions and exhibits higher proton conductivity retention compared to conventional membranes. This innovation could simplify heat and water management in fuel cell systems, potentially reducing costs.

NATURE ENERGY (2022)

Article Chemistry, Physical

Unlocking the solubility limit of ferrocyanide for high energy density redox flow batteries

Guixiang Wang, Haitao Zou, Zhizhao Xu, Ao Tang, Fangfang Zhong, Xiaobo Zhu, Chengpeng Qin, Mei Ding, Wei You, Chuankun Jia

Summary: A redox flow battery system with improved energy density and low capital cost is demonstrated by unlocking the solubility limit of ferrocyanide. The proposed alkaline zinc-iron RFB features excellent electrochemical performance and reduced electrolyte cost, showing potential for commercial energy storage.

MATERIALS TODAY ENERGY (2022)

Article Polymer Science

Transition-metal-free preparation of polyethylene-based anion exchange membranes from commercial EVA

Ting Wang, Yin Zhang, Yu Wang, Wei You

Summary: In this study, we propose a novel method to conveniently produce a series of PE-based AEMs with functional groups using commercial EVA. The synthesized membranes exhibit outstanding chemical stability, good alkaline stability, and high ion conductivity.

POLYMER (2022)

Article Chemistry, Multidisciplinary

Ring-opening metathesis polymerization of cyclopropene derivatives towards polyolefin elastomer analogues

Jing Bai, Yu Wang, Wei You

Summary: This study proposes a novel method for synthesizing POE analogues with well-defined alkyl branches via ring-opening metathesis polymerization. By overcoming the challenges in defining the distribution and length of branches in traditional POE synthesis, this approach provides a new platform for studying the influence of branches on the properties of POEs.

SCIENCE CHINA-CHEMISTRY (2022)

Article Polymer Science

Application of ferrocene-grafted polyethylene as UV-absorbers

Yin Zhang, Yu Wang, Wei You

Summary: Novel macromolecular UV-absorbers with PE backbones and ferrocene side groups are synthesized based on derivatization of commercial EVA. The polymers show potential as UV absorbers and exhibit almost zero migration behavior within the PE matrix.

JOURNAL OF APPLIED POLYMER SCIENCE (2023)

Article Chemistry, Multidisciplinary

Expeditious synthesis of aromatic-free piperidinium-functionalized polyethylene as alkaline anion exchange membranes

Wei You, Jacob M. Ganley, Brian G. Ernst, Cheyenne R. Peltier, Hsin-Yu Ko, Robert A. DiStasio, Robert R. Knowles, Geoffrey W. Coates

Summary: A novel method for preparing high-performance AAEMs through photocatalytic hydroamination reaction is reported in this study, addressing the challenges of complex synthesis of functionalized cyclooctene monomers, while also considering the importance of local backbone morphology in the rational design of stable high-performance AAEMs.

CHEMICAL SCIENCE (2021)

Article Polymer Science

Synthetic Strategies towards Anion Exchange Membranes with Polyethylene Backbones

Qi-ran Lu, Wei You

ACTA POLYMERICA SINICA (2020)

Review Biochemistry & Molecular Biology

Recent advances in the synthesis of gem-dimethylcyclobutane natural products

Erin N. Hancock, Johannes M. Wiest, M. Kevin Brown

NATURAL PRODUCT REPORTS (2019)

Article Chemistry, Organic

(Hetero)arylboration of alkynes: a strategy for the synthesis of α,α-bis(hetero)arylketones

Yuan Huang, Allison M. Bergmann, M. Kevin Brown

ORGANIC & BIOMOLECULAR CHEMISTRY (2019)

暂无数据