(1,5‐Cyclooctadiene)(tetramethyl‐
            <i>p</i>
            ‐benzoquinone)nickel

Rubel, Camille; Kim, Nana; Engle, Keary M.

doi:10.1002/047084289x.rn02446

Encyclopedia of Reagents for Organic Synthesis 2022

DOI: 10.1002/047084289x.rn02446

|View full text |Cite

(1,5‐Cyclooctadiene)(tetramethyl‐ p ‐benzoquinone)nickel

Camille Rubel

Nana Kim

Keary M. Engle

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...

Citation Types

Supporting

Mentioning

Contrasting

Year Published

2023

Publication Types

Select...

Article2

Relationship

Self Cite2

Independent0

Authors

Journals

Cited by 2 publications

References 29 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

Structurally Diverse Bench‐Stable Nickel(0) Pre‐Catalysts: A Practical Toolkit for In Situ Ligation Protocols**

Kim

Rubel

et al. 2023

Angewandte Chemie

Self Cite

View full text Add to dashboard Cite

A flurry of recent research has centered on harnessing the power of nickel catalysis in organic synthesis. These efforts have been bolstered by contemporaneous development of well-defined nickel (pre)catalysts with diverse structure and reactivity. In this report, we present ten different bench-stable, 18-electron, formally zero-valent nickel-olefin complexes that are competent pre-catalysts in various reactions. Our investigation includes preparations of novel, benchstable Ni(COD)(L) complexes (COD = 1,5-cyclooctadiene), in which L = quinone, cyclopentadienone, thiophene-Soxide, and fulvene. Characterization by NMR, IR, single-crystal X-ray diffraction, cyclic voltammetry, thermogravimetric analysis, and natural bond orbital analysis sheds light on the structure, bonding, and properties of these complexes. Applications in an assortment of nickel-catalyzed reactions underscore the complementary nature of the different precatalysts within this toolkit.

show abstract

Structurally Diverse Bench‐Stable Nickel(0) Pre‐Catalysts: A Practical Toolkit for In Situ Ligation Protocols**

Kim

Rubel

et al. 2023

Angewandte Chemie

Self Cite

View full text Add to dashboard Cite

show abstract

Structurally Diverse Bench‐Stable Nickel(0) Pre‐Catalysts: A Practical Toolkit for In Situ Ligation Protocols**

Kim

Rubel

et al. 2023

Angew Chem Int Ed

Self Cite

View full text Add to dashboard Cite

A flurry of recent research has centered on harnessing the power of nickel catalysis in organic synthesis. These efforts have been bolstered by contemporaneous development of well‐defined nickel (pre)catalysts with diverse structure and reactivity. In this report, we present ten different bench‐stable, 18‐electron, formally zero‐valent nickel–olefin complexes that are competent pre‐catalysts in various reactions. Our investigation includes preparations of novel, bench‐stable Ni(COD)(L) complexes (COD=1,5‐cyclooctadiene), in which L=quinone, cyclopentadienone, thiophene‐S‐oxide, and fulvene. Characterization by NMR, IR, single‐crystal X‐ray diffraction, cyclic voltammetry, thermogravimetric analysis, and natural bond orbital analysis sheds light on the structure, bonding, and properties of these complexes. Applications in an assortment of nickel‐catalyzed reactions underscore the complementary nature of the different pre‐catalysts within this toolkit.

show abstract

scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.

Contact Info

customersupport@researchsolutions.com

10624 S. Eastern Ave., Ste. A-614

Henderson, NV 89052, USA

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Blog Terms and Conditions API Terms Privacy Policy Contact Cookie Preferences Do Not Sell or Share My Personal Information

Made with 💙 for researchers

Part of the Research Solutions Family.

(1,5‐Cyclooctadiene)(tetramethyl‐ p ‐benzoquinone)nickel

Cited by 2 publications

References 29 publications

Structurally Diverse Bench‐Stable Nickel(0) Pre‐Catalysts: A Practical Toolkit for In Situ Ligation Protocols**

Structurally Diverse Bench‐Stable Nickel(0) Pre‐Catalysts: A Practical Toolkit for In Situ Ligation Protocols**

Structurally Diverse Bench‐Stable Nickel(0) Pre‐Catalysts: A Practical Toolkit for In Situ Ligation Protocols**

Contact Info

Product

Resources

About