US 12,134,593 B2
Method for oxidation of sulfur-containing compounds
Robert William McGaff, LaCrosse, WI (US)
Assigned to WiSys Technology Foundation, Inc., Madison, WI (US)
Appl. No. 17/268,311
Filed by WiSys Technology Foundation, Inc., Madison, WI (US)
PCT Filed Aug. 20, 2019, PCT No. PCT/US2019/047227
§ 371(c)(1), (2) Date Feb. 12, 2021,
PCT Pub. No. WO2020/041284, PCT Pub. Date Feb. 27, 2020.
Claims priority of provisional application 62/719,817, filed on Aug. 20, 2018.
Prior Publication US 2021/0332010 A1, Oct. 28, 2021
This patent is subject to a terminal disclaimer.
Int. Cl. C07C 319/30 (2006.01); B01J 31/18 (2006.01); C07C 319/24 (2006.01); C07D 333/76 (2006.01); C07F 15/02 (2006.01)
CPC C07C 319/30 (2013.01) [B01J 31/183 (2013.01); C07C 319/24 (2013.01); C07D 333/76 (2013.01); C07F 15/025 (2013.01); B01J 2231/4294 (2013.01); B01J 2231/70 (2013.01); B01J 2531/842 (2013.01)] 19 Claims
 
1. A method of oxidizing a sulfur-containing compound, comprising:
contacting the sulfur-containing compound with a catalyst in the presence of an oxidant, the catalyst having the structure:

OG Complex Work Unit Chemistry
wherein
M is a metal,
axial ligand L is a solvent molecule or absent,
at each occurrence, RA and RB are independently chosen from —H, halide, an organic group, and a hydrophilic group, or RA and RB together form a fused aromatic ring with the ring upon which RA and RB are substituted, RA and RB together having the structure:

OG Complex Work Unit Chemistry
 and
at each occurrence, R1, R2, R3, R4, R5, and R6 are each independently chosen from —H, halide, an organic group, a hydrophilic group, a salt thereof, a substituted or unsubstituted (C1-C50)hydrocarbyl ester thereof, and a combination thereof, and
wherein the sulfur-containing compound is a thioether or has the structure

OG Complex Work Unit Chemistry
wherein each of X and Y is independently C1-C20 alkyl, C6-C10 aryl or C2-C10 heteroaryl, each of which may be optionally substituted, wherein X and Y are optionally linked so as to form a ring.