Check out Catalysts & Ligands developed in our lab:
MilliporeSigma IPr-hash:
https://www.sigmaaldrich.com/US/en/product/aldrich/915653
MilliporeSigma [Pd(IPr)(AN)Cl2]:
https://www.sigmaaldrich.com/US/en/product/aldrich/916161?context=product
IPr# Ligands & Catalysts => sterically-demanding & flexible analogues of IPr
=> use instead of IPr & IMes when larger steric hindrance (IPr#, BIAN-IPr#) or flexibility (Np#) is required
Commercial availability:
IPr#HCl: MiliporeSigma 915653
BIAN-IPr#HCl: MilliporeSigma 916420
Np#HCl: MilliporeSigma 915912
[(IPr#)Pd(cin)Cl]: MilliporeSigma 919616
[IPr#−PEPPSI]: MilliporeSigma 925489
Organometallics 2022, 41, 2597-2604
Chem. Sci. 2021, 12, 10583-10589
U.S. 62/958,585, Jan 8, 2020
[Pd(NHC)(AN)Cl2] Catalysts => bench-stable & fast-activating Pd(II)-NHCs
=> use instead of Pd-PEPPSI-IPr when faster activation & catalyst stability is required
Commercial availability:
[Pd(IPr)(AN)Cl2]: MilliporeSigma 916161
[Pd(IPr)(3-CF3-AN)Cl2]: MilliporeSigma 915165
Org. Lett. 2022, 24, 6310-6315
J. Org. Chem. 2021, 86, 15648-15657
U.S. 62/958,563, Jan 8, 2020
N-bulky ligands => the most sterically-demanding N-alkyl NHCs
=> use instead of ItBu, ICy & IAd when large steric hindrance & N-aliphatic NHCs are required
Commercial availability:
ItOctHCl: MilliporeSigma 929298
SItOctHCl: MilliporeSigma 929492
BIMY-ItOctHCl: MilliporeSigma 929506
ItHeptHCl: MilliporeSigma 929514
SItHeptHCl: MilliporeSigma 928666
U.S. 63/155,492, Mar 2, 2021
Unsymmetrical NHCs => sterically-flexible & adjustable N-Ar NHCs
=> use instead of IPr & IMes when N-wingtip flexibility is required to accommodate catalytic pocket
Commercial availability:
Unsym-IPr1HCl: MilliporeSigma 930202
Unsym-IPr2HCl: MilliporeSigma 930040
Unsym-IPr1-CuCl: MilliporeSigma 930873
U.S. 63/154,948, Mar 1, 2021
Well-defined Pd(II)-ImPy Catalysts => NHC mimics of Buchwald biarylphosphines
=> use instead of Buchwald ligands when stronger σ-donation or differentiated catalytic pocket is required
Chromatography-free, >10g scale synthesis:
[(ImPyAr1Ar2)Pd(cin)Cl]: catalyst screening
[(ImPyMesDipp)Pd(cin)Cl]: model catalyst
Catl. Sci. Technol. 2022, 12, 6581-6589
U.S. 63/318,481, Mar 10, 2022
Heterobidentate ImPy-N,C Ligands => NHC mimics of DalPhos ligands
=> use instead of DalPhos ligands when stronger σ-donation or differentiated catalytic pocket is required
Chromatography-free, >10g scale synthesis:
ImPyNR2ArHCl: catalyst screening
[(ImPyNMe2Dipp)AuCl]: model catalyst
Angew. Chem. Int. Ed. 2023, 62, e202218427
U.S. 63/292,235, Dec 21, 2022