Title: Synthesis of fluoro hemiacetals via transition metal-catalyzed fluoro ester and carboxamide hydrogenation

Abstract

This application is directed to use of transition metal-ligand complexes to hydrogenate fluorinated esters and carboxamides into fluorinated hemiacetals. Methods for synthesis of certain ligands are also provided.

Inventors:

Dub, Pavel A.; Batrice, Rami J.; Gordon, John C.

Issue Date:

2022-06-28

Research Org.:

Los Alamos National Laboratory (LANL), Los Alamos, NM (United States)

Sponsoring Org.:

USDOE National Nuclear Security Administration (NNSA)

OSTI Identifier:

1893071

Patent Number(s):

11370736

Application Number:

16/837,698

Assignee:

Triad National Security, LLC (Los Alamos, NM)

Patent Classifications (CPCs):

C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07C - ACYCLIC OR CARBOCYCLIC COMPOUNDS

C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07F - ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM

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C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07C - ACYCLIC OR CARBOCYCLIC COMPOUNDS

C07C29/145 - with hydrogen or hydrogen-containing gases
C07C303/22 - from sulfonic acids, by reactions not involving the formation of sulfo or halosulfonyl groups
C07C309/82 - of a carbon skeleton substituted by singly-bound oxygen atoms
C07C319/14 - of sulfides
C07C323/25 - the carbon skeleton being acyclic and saturated
C07C41/20 - by hydrogenation of carbon-to-carbon double or triple bonds
C07C41/26 - by introduction of hydroxy or O-metal groups
C07C41/50 - by reactions producing [IMAGE cpc-sch-C07C-0958.gif] groups
C07C43/317 - having [IMAGE cpc-sch-C07C-0961.gif] groups, X being hydrogen or metal

C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07F - ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM

C07F15/0046 - {Ruthenium compounds}
C07F15/0053 - {without a metal-carbon linkage}
C07F9/5022 - {Aromatic phosphines
C07F9/5325 - {Aromatic phosphine oxides or thioxides

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DOE Contract Number:  

89233218CNA000001

Resource Type:

Patent

Resource Relation:

Patent File Date: 04/01/2020

Country of Publication:

United States

Language:

English