Membrane separation between homogeneous palladium-based catalysts and industrial active pharmaceutical ingredients from a complex organic solvent matrix: First approach using ceramic membranes DOI Creative Commons
Adrien Magne, E. Carretier,

Lilivet Ubiera Ruiz

et al.

Separation and Purification Technology, Journal Year: 2024, Volume and Issue: 359, P. 130442 - 130442

Published: Nov. 7, 2024

Language: Английский

ppm Pd‐Containing Nanoparticles as Catalysts for Negishi Couplings … in Water DOI
Yuting Hu, Madison J. Wong, Bruce H. Lipshutz

et al.

Angewandte Chemie, Journal Year: 2022, Volume and Issue: 134(39)

Published: Aug. 3, 2022

Abstract New technology is reported that enables Negishi couplings to be run under sustainable, far greener conditions. Thus, ppm Pd‐containing nanoparticles (NPs) have been developed catalyze in recyclable water very mild These heterogeneous reactions involve loadings of Pd typically only 2500 (0.25 mol %). Highly functionalized aromatic and heteroaromatic bromides readily participate, including examples taken from the Merck Informer Library indicative functional group tolerance associated with these couplings. Direct comparisons existing literature routes are made. Very low residual levels newly formed products expected, as determined by ICP‐MS. The reagent involved has extensively characterized via DLS, TEM, cryo‐TEM, EDX measurements.

Language: Английский

Citations

5

Unique Thermal Structural Phase Transitions Exhibited by Unsymmetrical Organometallic Gold(III)‐Dithiolene Complexes with Pentylthio and Hexylthio Groups DOI

Sonomi Arata,

Yuna Kim, Norihisa Hoshino

et al.

European Journal of Inorganic Chemistry, Journal Year: 2023, Volume and Issue: 26(12)

Published: Feb. 16, 2023

Abstract Unsymmetrical gold(III)‐dithiolene complexes are potential candidates for molecular materials that exhibit thermal structural phase transitions. In this study, unsymmetrical ppy‐gold(III) (ppy − = C ‐deprotonated‐2‐phenylpyridine(−)) [AuC5] and [AuC6] coordinated by dithiolene ligands containing tetrathiafulvalene (TTF) skeletons with pentylthio (2‐{bis(pentylthio)‐1,3‐dithiol‐2‐ylidene}‐1,3‐dithiol‐4,5‐dithiolate(2−)) hexylthio groups (2‐{bis(hexylthio)‐1,3‐dithiol‐2‐ylidene}‐1,3‐dithiol‐4,5‐dithiolate(2−)) were synthesized. Both exhibited a large absorption band at approximately 508 nm, owing to intramolecular ligand‐to‐ligand charge transfer. One‐dimensional columnar structures head‐to‐tail arrangements around the metal ions constructed in crystals. The flexible alkylthio intercalated into crystalline spaces between columns. exhibits simple transition 198 °C isotropic phases irreversibly. of observed 25 melted 148 °C. Another grew above very slow crystallization rate from liquid was completely transformed an 200

Language: Английский

Citations

2

Coupling Reactions Between sp3 and sp2 Carbon Centers DOI
Axel Haupt, Ivana Fleischer

Elsevier eBooks, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

Language: Английский

Citations

0

Carbanion-functionalized phosphines: New design elements for catalyst development DOI

Ilja Rodstein,

Viktoria H. Gessner

Advances in catalysis, Journal Year: 2023, Volume and Issue: unknown, P. 1 - 56

Published: Jan. 1, 2023

Language: Английский

Citations

1

Rapid aminations of functionalized aryl fluorosulfates in water DOI
Karthik S. Iyer,

Kylee B. Dismuke Rodriguez,

R.M. Lammert

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: unknown

Published: July 22, 2024

Abstract Aryl fluorosulfates of varying complexities have been used in amination reactions water using a new Pd oxidative addition complex ( OAC‐1 ) developed specifically to match the needs fine chemicals industry, not only terms functional group tolerance, but also reflecting time considerations associated with these important C−N couplings. Also especially noteworthy is that they replace both PFAS‐related triflates and nonaflates, which are today out favor due recent government regulations. The based on BippyPhos ligand at low loadings under aqueous micellar conditions. Moreover, it easily prepared stable long term storage. DFT calculations OAC precatalyst compare well X‐ray structure crystals π‐complexation aromatic system confirm NMR data showing mixture conformers solution differ from rotation phenyl t ‐butyl substituents. An extensive variety coupling partners, including pharmaceutically relevant APIs, readily participate mild environmentally responsible reaction

Language: Английский

Citations

0

Rapid aminations of functionalized aryl fluorosulfates in water DOI
Karthik S. Iyer,

Kylee B. Dismuke Rodriguez,

R.M. Lammert

et al.

Angewandte Chemie, Journal Year: 2024, Volume and Issue: 136(43)

Published: July 22, 2024

Abstract Aryl fluorosulfates of varying complexities have been used in amination reactions water using a new Pd oxidative addition complex ( OAC‐1 ) developed specifically to match the needs fine chemicals industry, not only terms functional group tolerance, but also reflecting time considerations associated with these important C−N couplings. Also especially noteworthy is that they replace both PFAS‐related triflates and nonaflates, which are today out favor due recent government regulations. The based on BippyPhos ligand at low loadings under aqueous micellar conditions. Moreover, it easily prepared stable long term storage. DFT calculations OAC precatalyst compare well X‐ray structure crystals π‐complexation aromatic system confirm NMR data showing mixture conformers solution differ from rotation phenyl t ‐butyl substituents. An extensive variety coupling partners, including pharmaceutically relevant APIs, readily participate mild environmentally responsible reaction

Language: Английский

Citations

0

Pd-Catalyzed C(sp2)–C(sp3) Suzuki Coupling and Synthesis of Lumacaftor Using Designed Monophosphine Ligands DOI
Xiangdong Zhang,

Fushun Jia,

Xu Guo

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 9, 2024

Novel monophosphine ligands L1 and L2 with a C–P ring were designed synthesized for the efficient Pd-catalyzed C(sp2)–C(sp3) Suzuki coupling. With 0.5 mol % Pd2dba3 2 L1, aryl halides coupled alkylboronic acids to give products in up 99% yield. The thianthrene salt was further applied late-stage methylation 97% active pharmaceutical ingredient lumacaftor by aryl–alkyl aryl–aryl coupling reactions using L2.

Language: Английский

Citations

0

Membrane separation between homogeneous palladium-based catalysts and industrial active pharmaceutical ingredients from a complex organic solvent matrix: First approach using ceramic membranes DOI Creative Commons
Adrien Magne, E. Carretier,

Lilivet Ubiera Ruiz

et al.

Separation and Purification Technology, Journal Year: 2024, Volume and Issue: 359, P. 130442 - 130442

Published: Nov. 7, 2024

Language: Английский

Citations

0