CATALYSTS

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 

IPr-hash-catalysts-Szostak-group

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 

Palladium-NHC-aniline-catalysts-Szostak-group

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

N-bulky-NHC-aliphatic-ligands-Szostak-group

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

Unsymetrical-NHC-IPr-ligands-Szostak-group

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

ImPy-Pd-cin-NHC-mimics-Buchwald-biarylphosphines-Szostak-group

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

Heterobidentate-ImPy-N-C-NHC-mimics-DalPhos-ligands-Szostak-group

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