Patents by Inventor John F. Hartwig

John F. Hartwig has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Publication number: 20210284972
    Abstract: The present invention provides for a genetically modified host cell capable of producing an unnatural compound, such as terpenoid, comprising a P450 enzyme comprising an artificial cofactor, and the host cell is capable of uptaking the artificial cofactor by comprising a heterologous heme transport transmembrane protein, or homologue thereof.
    Type: Application
    Filed: March 12, 2021
    Publication date: September 16, 2021
    Inventors: Jing Huang, Zhennan Liu, Douglas S. Clark, Jay D. Keasling, Aindrila Mukhopadhyay, John F. Hartwig
  • Publication number: 20210155575
    Abstract: A process for the preparation of amino alcohols includes condensing a compound of Formula (II), a stereoisomer, a tautomer, or a salt thereof with a compound of Formula (IIIa) or Formula (IIIb), a stereoisomer, a tautomer, or a salt thereof to form a condensation product; hydroxylating or acyloxylating the condensation product in the presence of an oxidant to obtain a hydroxylation or acyloxylation product; and subjecting the hydroxylation or acyloxylation product to one or more subsequent reactions comprising a hydrolysis reaction, alcohol deprotection, an amino lysis reaction, or a combination of two or more thereof to obtain an amino alcohol of Formula (I).
    Type: Application
    Filed: July 2, 2019
    Publication date: May 27, 2021
    Applicants: BASF SE, BASF CORPORATION, THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
    Inventors: Martin ERNST, Stephan ZUEND, Bo SU, Ala BUNESCU, John F. HARTWIG
  • Publication number: 20180305368
    Abstract: The present invention is drawn to artificial metalloenzymes for use in cyclopropanation reactions, amination and C—H insertion.
    Type: Application
    Filed: April 13, 2018
    Publication date: October 25, 2018
    Inventors: John F. Hartwig, Hanna M. Key, Pawel Dydio, Douglas S. Clark
  • Patent number: 9938204
    Abstract: Reaction mixtures for silvlating arene substrates and methods of using such reaction mixtures to silyiate the arene substrates are provided. Exemplary reaction mixtures include the arene substrate, a liganded metal catalyst, a hydrogen acceptor and an organic solvent. The reaction conditions allow for diverse substituents on the arene substrate.
    Type: Grant
    Filed: September 8, 2014
    Date of Patent: April 10, 2018
    Assignee: THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
    Inventors: John F. Hartwig, Chen Cheng, Tyler Wilson
  • Patent number: 9758453
    Abstract: A composition, consisting essentially of copper, a fluoroalkyl group, and a ligand comprising at least one group-V donor. The molar ratio of copper to the fluoroalkyl group is approximately 1.
    Type: Grant
    Filed: October 21, 2015
    Date of Patent: September 12, 2017
    Assignee: The Board of Trustees of the University of Illinois
    Inventors: John F. Hartwig, Hiroyuki Morimoto, Patrick Fier
  • Patent number: 9598340
    Abstract: The coupling of aryl, heteroaryl, and vinyl halides with ?,?-difluoroketones or silyl ethers or siylenol ethers of ?,?-difluoroketones and ?,?-difluoroamides and esters are described. Further derivatization of the coupling products (such as ketone cleavage and Baeyer-Villiger oxidation) is also described.
    Type: Grant
    Filed: April 7, 2014
    Date of Patent: March 21, 2017
    Assignee: THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
    Inventors: John F. Hartwig, Shaozhong Ge, Wojciech Chaładaj
  • Publication number: 20160200639
    Abstract: Reaction mixtures for silvlating arene substrates and methods of using such reaction mixtures to silyiate the arene substrates are provided. Exemplary reaction mixtures include the arene substrate, a liganded metal catalyst, a hydrogen acceptor and an organic solvent. The reaction conditions allow for diverse substituents on the arene substrate.
    Type: Application
    Filed: September 8, 2014
    Publication date: July 14, 2016
    Inventors: John F. HARTWIG, Chen CHENG, Tyler WILSON
  • Publication number: 20160185691
    Abstract: A composition, consisting essentially of copper, a fluoroalkyl group, and a ligand comprising at least one group-V donor. The molar ratio of copper to the fluoroalkyl group is approximately 1.
    Type: Application
    Filed: October 21, 2015
    Publication date: June 30, 2016
    Applicant: The Board of Trustees of the University of lllinois
    Inventors: John F. Hartwig, Hiroyuki Morimoto, Patrick Fier
  • Publication number: 20160052854
    Abstract: The coupling of aryl, heteroaryl, and vinyl halides with ?,?-difluoroketones or silyl ethers or siylenol ethers of ?,?-difluoroketones and ?,?-difluoroamides and esters are described. Further derivatization of the coupling products (such as ketone cleavage and Baeyer-Villiger oxidation) is also described.
    Type: Application
    Filed: April 7, 2014
    Publication date: February 25, 2016
    Inventors: John F. HARTWIG, Shaozhong GE, Wojciech CHAKADAJ
  • Patent number: 9193648
    Abstract: A method of forming a fluorinated molecular entity includes reacting in a reaction mixture an aromatic halide, copper, a fluoroalkyl group, and a ligand. The aromatic halide includes an aromatic group and a halogen substituent bonded to the aromatic group. The ligand includes at least one group-V donor selected from phosphorus and an amine. The overall molar ratio of copper to aromatic halide in the reaction mixture is from 0.2 to 3. The method further includes forming a fluoroalkylarene including the aromatic group and the fluoroalkyl group bonded to the aromatic group. A composition, which may be used in the method, consists essentially of copper, the fluoroalkyl group, and the ligand, where the molar ratio of copper to the fluoroalkyl group is approximately 1.
    Type: Grant
    Filed: February 19, 2013
    Date of Patent: November 24, 2015
    Inventors: John F. Hartwig, Hiroyuki Morimoto, Patrick Fier
  • Publication number: 20150284341
    Abstract: Fluoroalkyl-substituted, nitrogen-containing, aryl heterocyclic compounds are provided. The compounds are derivatives of pyridine, pyrimidine, or pyrazine, and have two or three functional groups bonded to the heterocyclic ring, including a perfluoroethyl, perfluoropropyl, perfluoroisopropyl, perfluorobutyl, or difluoromethyl group. Methods of making the compounds using a copper reagent are also provided.
    Type: Application
    Filed: April 7, 2014
    Publication date: October 8, 2015
    Inventors: James David Rozzell, John F. Hartwig
  • Publication number: 20130274144
    Abstract: The invention provides a method comprising identifying a successful metal-mediated conjugation reaction by analyzing a test mixture for the presence of a conjugation product. The invention provides a two-dimensional approach to reaction discovery in which many catalysts for many catalytic reactions can be tested simultaneously to provide an efficient discovery platform. Reactants and products from the system can be identified using techniques such as gas chromatography, liquid chromatography, mass spectrometry, and combinations thereof.
    Type: Application
    Filed: August 29, 2012
    Publication date: October 17, 2013
    Applicant: The Board of Trustees of the University of Illiois
    Inventors: John F. HARTWIG, Daniel W. ROBBINS, Seth J. HERZON
  • Publication number: 20130225815
    Abstract: A method of forming a fluorinated molecular entity includes reacting in a reaction mixture an aromatic halide, copper, a fluoroalkyl group, and a ligand. The aromatic halide includes an aromatic group and a halogen substituent bonded to the aromatic group. The ligand includes at least one group-V donor selected from phosphorus and an amine. The overall molar ratio of copper to aromatic halide in the reaction mixture is from 0.2 to 3. The method further includes forming a fluoroalkylarene including the aromatic group and the fluoroalkyl group bonded to the aromatic group. A composition, which may be used in the method, consists essentially of copper, the fluoroalkyl group, and the ligand, where the molar ratio of copper to the fluoroalkyl group is approximately 1.
    Type: Application
    Filed: February 19, 2013
    Publication date: August 29, 2013
    Applicant: The Board of Trustees of the University of Illinois
    Inventors: John F. Hartwig, Hiroyuki Morimoto, Patrick Fier
  • Publication number: 20120226041
    Abstract: The invention provides catalysts and methods for preparing boronate esters. The methods can include the borylation of a secondary or primary C—H bond, for example, by contacting a reactant having a methylene or methyl and a diboron bis-ester in the presence of an effective catalyst. The contacting can be in the presence of an iridium complex, to effect borylation of the secondary or primary C—H bond, thereby providing the boronate ester. The boronate esters can be readily isolated and/or converted into other useful compounds and intermediates.
    Type: Application
    Filed: March 5, 2012
    Publication date: September 6, 2012
    Applicant: The Board of Trustees of the University of Illinois
    Inventors: John F. Hartwig, Carl W. Liskey
  • Publication number: 20120190854
    Abstract: A method includes reacting an amino group, a composition including rhodium and an organic ligand, and a substrate having structural formula (I) in a reaction mixture. R1 is an organic group including a sp3 carbon atom bonded to CA. R2 is selected from the group consisting of hydrogen, methyl, and an organic group including a sp3 carbon atom bonded to CA. R3 and R4 independently are selected from the group consisting of hydrogen, methyl, and an organic group including a sp3 carbon atom bonded to CB. The method further includes forming a hydroaminated product in the reaction mixture.
    Type: Application
    Filed: April 5, 2012
    Publication date: July 26, 2012
    Applicant: The Board of Trustees of the University of Illinois
    Inventors: Akihiro Takemiya, Zhijian Liu, John F. Hartwig
  • Patent number: 8188302
    Abstract: A method includes reacting an amino group, a composition including rhodium and an organic ligand, and a substrate having structural formula (I) in a reaction mixture. R1 is an organic group including a sp3 carbon atom bonded to CA. R2 is selected from the group consisting of hydrogen, methyl, and an organic group including a sp3 carbon atom bonded to CA. R3 and R4 independently are selected from the group consisting of hydrogen, methyl, and an organic group including a sp3 carbon atom bonded to CB. The method further includes forming a hydroaminated product in the reaction mixture.
    Type: Grant
    Filed: October 14, 2008
    Date of Patent: May 29, 2012
    Assignee: The Board of Trustees of the University of Illinois
    Inventors: Zhijian Liu, John F. Hartwig
  • Patent number: 8058477
    Abstract: A catalytic process for the synthesis of aromatic primary amines, reagent compositions for effecting the process, and transition metal complexes useful in the process, are provided.
    Type: Grant
    Filed: March 20, 2007
    Date of Patent: November 15, 2011
    Assignee: Yale University
    Inventors: John F. Hartwig, Qilong Shen
  • Patent number: 7732365
    Abstract: The present invention is directed to a catalyst composition, comprising: (1) a catalyst precursor having the general structure MSXn wherein M is a transition metal selected from the group consisting of iridium, molybdenum, and tungsten; S is a coordinating ligand; X is a counterion; and n is an integer from 0 to 5; and (2) a phosphoramidite ligand having the structure wherein O—Cn—O is an aliphatic or aromatic diolate and wherein R1, R2, R3 and R4 are selected from the group consisting of substituted or unsubstituted aryl groups, substituted or unsubstituted heteroaryl groups, substituted or unsubstituted aliphatic groups, and combinations thereof, with the proviso that at least one of R1, R2, R3, or R4 must be a substituted or unsubstituted aryl or heteroaryl group. The present invention is also directed to activated catalysts made from the above catalyst composition, as well as methods of allylic amination and etherification using the above catalysts.
    Type: Grant
    Filed: September 12, 2003
    Date of Patent: June 8, 2010
    Assignee: Yale University
    Inventors: John F. Hartwig, Chutian Shu, Toshimichi Ohmura, Christoph Kiener, Fernando Garcia Lopez
  • Publication number: 20090234126
    Abstract: A catalytic process for the synthesis of aromatic primary amines, reagent compositions for effecting the process, and transition metal complexes useful in the process, are provided.
    Type: Application
    Filed: March 20, 2007
    Publication date: September 17, 2009
    Applicant: YALE UNIVERSITY
    Inventors: John F. Hartwig, Qilong Shen
  • Publication number: 20090156824
    Abstract: A method includes reacting an amino group, a composition including rhodium and an organic ligand, and a substrate having structural formula (I) in a reaction mixture. R1 is an organic group including a sp3 carbon atom bonded to CA. R2 is selected from the group consisting of hydrogen, methyl, and an organic group including a sp3 carbon atom bonded to CA. R3 and R4 independently are selected from the group consisting of hydrogen, methyl, and an organic group including a sp3 carbon atom bonded to CB. The method further includes forming a hydroaminated product in the reaction mixture.
    Type: Application
    Filed: October 14, 2008
    Publication date: June 18, 2009
    Applicant: BOARD OF TRUSTEES OF UNIVERSITY OF ILLINOIS
    Inventors: Akihiro Takemiya, Zhijian Liu, John F. Hartwig