Intramolecular [2+2+2] Cyclotrimerization of a Model Triyne to [7]Helical Indeno[2,1-c]Fluorene with Air-Stable Ni(0) and Other Precatalysts

Catalysts, Journal Year: 2025, Volume and Issue: 15(2), P. 150 - 150

Published: Feb. 5, 2025

In this work, we demonstrated that air-stable Ni(0) complexes with phosphine ligands can effectively catalyze intramolecular cyclotrimerization of a triyne to compound [7]helical indeno[2,1-c]fluorene skeleton. The obtained results are comparable those achieved by using Rh-based catalytic systems. Screening the reaction conditions showed bidentate small bite angles (70–80°) gave best in terms yields. highest asymmetric induction investigated precatalyst was PROPHOS ligand HFIP (62% ee). Other systems, like [Rh(CH2=CH2)2Cl]2 and [CpCo(P{OEt}3)(trans-MeO2CHC=CHCO2Me)], have also been investigated, showing promising results.

Language: Английский

Chiral Brønsted Acid‐Catalyzed Asymmetric Reaction via Vinylidene Ortho‐Quinone Methides

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(49)

Published: June 26, 2024

Vinylidene ortho-quinone methides (VQMs) have been proven to be versatile and crucial intermediates in the catalytic asymmetric reaction last decade, thus drawn considerable concentrations on account of practical application construction enantiomerically pure functional organic molecules. However, comparison well established chiral Brønsted base-catalyzed via VQMs, acid-catalyzed is rarely studied there no systematic summary date. In this review, we summarize recent advances VQMs according three types reactions: a) intermolecular nucleophilic addition VQMs; b) cycloaddition c) intramolecular cyclization VQMs. Finally, put forward remained challenges opportunities for potential breakthroughs area.

Language: Английский