ArticleChemical communications (Cambridge, England)2022
CAAC-IPr*: easily accessible, highly sterically-hindered cyclic (alkyl)(amino)carbenes.
Article in Chemical communications (Cambridge, England), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed.
- N‑Heterocyclic Carbene-Supported Cuprous Phosphaethynolates and Their P-atom Transfer.ACS omega · 2026Article
- Twisted amide Xantphos ligands: wide bite angle, twist-controlled diphosphines.Chemical communications (Cambridge, England) · 2026Article
- IPr*Dalton transactions (Cambridge, England : 2003) · 2026Article
- Bridged Pyrroloindole-CAYC-Gold Complexes: Harnessing Weak Secondary Intramolecular Au···H-C(spAngewandte Chemie (International ed. in English) · 2026Article
- Reversible C─H Insertion in Bulky Unsaturated NHCs: A Carbon-Based Analogue of Oxidative Addition/Reductive Elimination.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- IPr**Organometallics · 2025Article
- Metal-N-Heterocyclic Carbene Complexes in Buchwald-Hartwig Amination Reactions.Chemical reviews · 2025Review
- Gold(I) Complexes of ImPyDippDipp and ImPyMesMes: Biaryl L‑Shaped N‑Heterocyclic Carbene Analogues of IPr and IMes.Organometallics · 2025Article
- Wingtip-Flexible N-Heterocyclic Carbenes: Unsymmetrical Connection between IMes and IPr.Angewandte Chemie (International ed. in English) · 2024Article
- (CAAC)Pd(py) Catalysts Disproportionate to Pd(CAAC)Organometallics · 2023Article
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Authors and funding
7 authors.
Funding
Abstract
IPr* (IPr* = 1,3-bis(2,6-bis(diphenylmethyl)-4-methylphenyl)imidazol-2-ylidene) has emerged as a powerful highly hindered and sterically-flexible ligand platform for transition-metal catalysis. CAACs (CAAC = cyclic (al-kyl)(amino)carbenes) have gained major attention as strongly electron-rich carbon analogues of NHCs (NHC = N-heterocyclic carbene) with broad applications in both industry and academia. Herein, we report a merger of CAAC ligands with highly-hindered IPr*. The efficient synthesis, electronic characterization and application in model Cu-catalyzed hydroboration of alkynes is described. The ligands are strongly electron-rich, bulky and flexible around the N-Ar wingtip. The availability of various IPr* and CAAC templates offers a significant potential to expand the existing arsenal of NHC ligands to electron-rich bulky architectures with critical applications in metal stabilization and catalysis.
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Registered trials
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