Ni(COD)(DQ): An Air‐Stable 18‐Electron Nickel(0)–Olefin Precatalyst DOI Creative Commons
Van Tran,

Zi‐Qi Li,

Omar Apolinar

и другие.

Angewandte Chemie International Edition, Год журнала: 2020, Номер 59(19), С. 7409 - 7413

Опубликована: Фев. 17, 2020

We report that Ni(COD)(DQ) (COD=1,5-cyclooctadiene, DQ=duroquinone), an air-stable 18-electron complex originally described by Schrauzer in 1962, is a competent precatalyst for variety of nickel-catalyzed synthetic methods from the literature. Due to its apparent stability, use as allows reactions be conveniently performed without inert-atmosphere glovebox, demonstrated across several case studies.

Язык: Английский

Pd–PEPPSI: a general Pd–NHC precatalyst for Buchwald–Hartwig cross-coupling of esters and amides (transamidation) under the same reaction conditions DOI
Shicheng Shi, Michal Szostak

Chemical Communications, Год журнала: 2017, Номер 53(76), С. 10584 - 10587

Опубликована: Янв. 1, 2017

We report the first catalytic Buchwald–Hartwig amination of both common esters and amides by highly selective C(acyl)–X cleavage using well-defined Pd–PEPPSI type precatalysts.

Язык: Английский

Процитировано

161

Suzuki–Miyaura cross-coupling of amides and esters at room temperature: correlation with barriers to rotation around C–N and C–O bonds DOI Creative Commons
Peng Lei, Guangrong Meng, Shicheng Shi

и другие.

Chemical Science, Год журнала: 2017, Номер 8(9), С. 6525 - 6530

Опубликована: Янв. 1, 2017

We report the first general palladium-catalyzed Suzuki–Miyaura cross-coupling of both common amides and aryl esters through selective cleavage C–N C–O bonds at ambient temperature.

Язык: Английский

Процитировано

154

Bisphosphines: A Prominent Ancillary Ligand Class for Application in Nickel-Catalyzed C–N Cross-Coupling DOI

Christopher M. Lavoie,

Mark Stradiotto

ACS Catalysis, Год журнала: 2018, Номер 8(8), С. 7228 - 7250

Опубликована: Июнь 20, 2018

The Ni-catalyzed Csp2–N cross-coupling of NH substrates and (hetero)aryl (pseudo)halides for the synthesis (hetero)anilines is in midst a resurgence. Reactivity breakthroughs that have been achieved this field within past five years served to establish Ni catalysis as being competitive with, some cases superior to, more well-established Pd- or Cu-based protocols. Whereas repurposing useful ancillary ligands from Pd domain has most frequently employed approach quest develop effective Ni-based catalysts such transformations, considerable progress made late design tailored specifically use with Ni. Bisphosphine proven be well-suited an approach, given their modular facile syntheses; several variants emerged recently are particularly enabling range otherwise challenging cross-couplings. This Perspective presents comprehensive summary advancements through application bisphosphine ligand class. It our intention discussion key concepts mechanistic considerations presented herein will provide platform researchers initiate efforts development high-performing catalysts.

Язык: Английский

Процитировано

132

An air-stable binary Ni(0)–olefin catalyst DOI
Lukas Nattmann, Rakan Saeb,

Nils Nöthling

и другие.

Nature Catalysis, Год журнала: 2019, Номер 3(1), С. 6 - 13

Опубликована: Дек. 9, 2019

Язык: Английский

Процитировано

129

Ni(COD)(DQ): An Air‐Stable 18‐Electron Nickel(0)–Olefin Precatalyst DOI Creative Commons
Van Tran,

Zi‐Qi Li,

Omar Apolinar

и другие.

Angewandte Chemie International Edition, Год журнала: 2020, Номер 59(19), С. 7409 - 7413

Опубликована: Фев. 17, 2020

We report that Ni(COD)(DQ) (COD=1,5-cyclooctadiene, DQ=duroquinone), an air-stable 18-electron complex originally described by Schrauzer in 1962, is a competent precatalyst for variety of nickel-catalyzed synthetic methods from the literature. Due to its apparent stability, use as allows reactions be conveniently performed without inert-atmosphere glovebox, demonstrated across several case studies.

Язык: Английский

Процитировано

122