2021
DOI: 10.1002/cjoc.202000486
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Chiral Imidazoline Ligands and Their Applications in Metal‐Catalyzed Asymmetric Synthesis

Abstract: As a structural analog of oxazoline, imidazoline (4,5‐dihydroimidazole) has received much attention in the rational design of chiral ligands. The additional N‐substituent provides broader space for fine‐tuning of electronic and steric effects, and it offers a good handle for immobilizing onto solid supports. In the past decades, imidazoline ring has emerged as a powerful candidate for the design of chiral nitrogen‐containing ligands, as well as a significant alternative for oxazoline ring. Various chiral imida… Show more

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Cited by 46 publications
(18 citation statements)
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References 150 publications
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“…Recently, chiral biimidazoline (BiIm) ligands were shown to be effective in several enantioselective Ni-catalyzed reactions such as a benzylic C–H arylation and hydroarylation of vinylarenes . Although the ligand class has not been applied to asymmetric cross-electrophile coupling, the structural similarity of BiIm and BiOx ligands, coupled with their additional site for derivatization, drew our interest.…”
Section: Resultsmentioning
confidence: 99%
“…Recently, chiral biimidazoline (BiIm) ligands were shown to be effective in several enantioselective Ni-catalyzed reactions such as a benzylic C–H arylation and hydroarylation of vinylarenes . Although the ligand class has not been applied to asymmetric cross-electrophile coupling, the structural similarity of BiIm and BiOx ligands, coupled with their additional site for derivatization, drew our interest.…”
Section: Resultsmentioning
confidence: 99%
“…Then, sterically less hindered Lf was applied to afford better yield (entry 2). And the yield was further improved by employing electron‐rich imidazoline iminopyridine (IIP) [20] Lg as the ligand (entry 3). Lowering the catalyst loading and increasing the concentration gave 86 % isolated yield of 3 a (entry 4).…”
Section: Resultsmentioning
confidence: 99%
“…Chemie Forschungsartikel 22630 www.angewandte.de regioisomer,i ndicating the reactivity of hydroboration was interfered by the former hydrosilylation conditions.T hen, sterically less hindered Lf was applied to afford better yield (entry 2). And the yield was further improved by employing electron-rich imidazoline iminopyridine (IIP) [20] Lg as the ligand (entry 3). Lowering the catalyst loading and increasing the concentration gave 86 %i solated yield of 3a (entry 4).…”
Section: Methodsmentioning
confidence: 99%
“…Chemie regioisomer,i ndicating the reactivity of hydroboration was interfered by the former hydrosilylation conditions.T hen, sterically less hindered Lf was applied to afford better yield (entry 2). And the yield was further improved by employing electron-rich imidazoline iminopyridine (IIP) [20] Lg as the ligand (entry 3). Lowering the catalyst loading and increasing the concentration gave 86 %i solated yield of 3a (entry 4).…”
Section: Methodsmentioning
confidence: 99%