Macrocyclic ligands and their complexes for bifunctional molecular catalysis
Abstract
Disclosed herein are embodiments of chiral and achiral macrocyclic polydentate ligands and methods of preparing the same. Disclosed herein are also embodiments of metal coordination complexes derived from these macrocyclic polydentate ligands and methods of preparing the same. The metal coordination complexes described herein, can be used for a variety of catalytic reactions, including hydrogenation and transfer hydrogenation of unsaturated organic compounds, dehydrogenation of alcohols and boranes, an asymmetric Michael-type addition reaction, or an aerobic oxidative kinetic resolution of an organic compound, dehydrogenative couplings and other catalytic transformations.
- Inventors:
- Issue Date:
- Research Org.:
- Los Alamos National Laboratory (LANL), Los Alamos, NM (United States)
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 1600319
- Patent Number(s):
- 10487100
- Application Number:
- 15/944,503
- Assignee:
- Triad National Security, LLC (Los Alamos, NM)
- Patent Classifications (CPCs):
-
B - PERFORMING OPERATIONS B01 - PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL B01J - CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07D - HETEROCYCLIC COMPOUNDS
- DOE Contract Number:
- AC52-06NA25396
- Resource Type:
- Patent
- Resource Relation:
- Patent File Date: 04/03/2018
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Citation Formats
Dub, Pavel, Gordon, John C., Schmidt, Jurgen G., Minko, Yury, and Williams, Robert F. Macrocyclic ligands and their complexes for bifunctional molecular catalysis. United States: N. p., 2019.
Web.
Dub, Pavel, Gordon, John C., Schmidt, Jurgen G., Minko, Yury, & Williams, Robert F. Macrocyclic ligands and their complexes for bifunctional molecular catalysis. United States.
Dub, Pavel, Gordon, John C., Schmidt, Jurgen G., Minko, Yury, and Williams, Robert F. Tue .
"Macrocyclic ligands and their complexes for bifunctional molecular catalysis". United States. https://www.osti.gov/servlets/purl/1600319.
@article{osti_1600319,
title = {Macrocyclic ligands and their complexes for bifunctional molecular catalysis},
author = {Dub, Pavel and Gordon, John C. and Schmidt, Jurgen G. and Minko, Yury and Williams, Robert F.},
abstractNote = {Disclosed herein are embodiments of chiral and achiral macrocyclic polydentate ligands and methods of preparing the same. Disclosed herein are also embodiments of metal coordination complexes derived from these macrocyclic polydentate ligands and methods of preparing the same. The metal coordination complexes described herein, can be used for a variety of catalytic reactions, including hydrogenation and transfer hydrogenation of unsaturated organic compounds, dehydrogenation of alcohols and boranes, an asymmetric Michael-type addition reaction, or an aerobic oxidative kinetic resolution of an organic compound, dehydrogenative couplings and other catalytic transformations.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {2019},
month = {11}
}
Works referenced in this record:
5-Aminoalkylpyrazole Derivatives as Pesticidal Agents
patent-application, June 2007
- Schnatterer, Stefan; Chou, David Teh-Wei; Knauf, Werner
- US Patent Application 11/525741; 20070149575
Efficient Access to Chiral Benzhydrols via Asymmetric Transfer Hydrogenation of Unsymmetrical Benzophenones with Bifunctional Oxo-Tethered Ruthenium Catalysts
journal, August 2016
- Touge, Taichiro; Nara, Hideki; Fujiwhara, Mitsuhiko
- Journal of the American Chemical Society, Vol. 138, Issue 32
Asymmetric transfer hydrogenation of aromatic ketones with chiral diamino-thiophene/iridium catalyst systems
journal, July 2009
- Zhang, Xue-Qin; Li, Yan-Yun; Dong, Zhen-Rong
- Journal of Molecular Catalysis A: Chemical, Vol. 307, Issue 1-2
Polydentate ligands and their complexes for molecular catalysis
patent-application, March 2017
- Dub, Pavel A.; Gordon, John Cameron
- US Patent Application 15/375055; 20170088571
Organic compounds
patent, February 2019
- Geisser, Roger Wilhelm; Oetiker, Jürg Daniel; Schröder, Fridtjof
- US Patent Document 10,196,414
Synthesis and Characterization of Mixed-Ligand Oxorhenium Complexes with the SNN Type of Ligand. Isolation of a Novel ReO[SN][S][S] Complex
journal, August 2000
- Rey, A.; Pirmettis, I.; Pelecanou, M.
- Inorganic Chemistry, Vol. 39, Issue 19
Catalytic Hydrogenation of Esters. Development of an Efficient Catalyst and Processes for Synthesising ( R )-1,2-Propanediol and 2-( l -Menthoxy)ethanol
journal, November 2011
- Kuriyama, Wataru; Matsumoto, Takaji; Ogata, Osamu
- Organic Process Research & Development, Vol. 16, Issue 1
Process for producing optically active amine
patent, May 2016
- Ohkuma, Takeshi; Arai, Noriyoshi; Matsumura, Kazuhiko
- US Patent Document 9,328,079
The utility of ion–molecule reactions in a quadrupole ion trap mass spectrometer for analyzing metal complex coordination structure
journal, October 2003
- Combariza, Marianny Y.; Vachet, Richard W.
- Analytica Chimica Acta, Vol. 496, Issue 1-2
Method for Reducing Halogenobenzoic Acid Ester Using Ruthenium Carbonyl Complex
patent-application, June 2014
- Hori, Kiyoto; Ogata, Osamu; Kuriyama, Wataru
- US Patent Application 14/100163; 20140163257
Oxo-Tethered Ruthenium(II) Complex as a Bifunctional Catalyst for Asymmetric Transfer Hydrogenation and H 2 Hydrogenation
journal, September 2011
- Touge, Taichiro; Hakamata, Tomohiko; Nara, Hideki
- Journal of the American Chemical Society, Vol. 133, Issue 38
Improvements in or Relating to Organic Compounds
patent-application, November 2016
- Geisser, Roger Wilhelm; Oetiker, Jurg Daniel; Schroder, Fridtjof
- US Patent Application 15/103556; 20160326199
Studies on tetranuclear copper (II) complexes of a macrocyclic ligand bearing 2-thiophenoethylamine pendant arms
journal, November 2010
- Huang, Qimao; Hu, Dan; Song, You
- Journal of Molecular Structure, Vol. 983, Issue 1-3
N-(aryl-,aryloxy-,arylthio-arylsulfinyl-and arylsulfonyl-)alkyl-N,N'-(or n'n')alkylaminoalkyl ureas and cyanoguanidines
patent, January 1990
- Shanklin, Jr., James R.
- US Patent Document 4,895,840
Technetium-99M Complex as a Tool for the In Vivo Diagnosis of Cancerous Tumours
patent-application, July 2013
- Guminski, Yves; Imbert, Thierry; Pesnel, Sabrina
- US Patent Application 13/823891; 20130171067
Method for producing compound with carbonyl group by using ruthenium carbonyl complex having tridentate ligand as dehydrogenation oxidation catalyst
patent, April 2015
- Touge, Taichiro; Aoki, Kunimori; Nara, Hideki
- US Patent Document 9,000,212
Chiral Ruthenabicyclic Complexes: Precatalysts for Rapid, Enantioselective, and Wide-Scope Hydrogenation of Ketones
journal, July 2011
- Matsumura, Kazuhiko; Arai, Noriyoshi; Hori, Kiyoto
- Journal of the American Chemical Society, Vol. 133, Issue 28