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US 11,034,707 B2Granted
Group 5 metal complexes for catalytic amine functionalization
AssigneeThe University of British Columbia
InventorsLaurel Schafer, Sorin-Claudiu Rosca, Rebecca Dipucchio
Life of this patent
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Abstract
This application pertains to group 5 metal complexes having the structure of Formula I: and their potential utility in catalyzing α-alkylation of secondary amine-containing moieties.
Claims20
A metal complex having the structure of Formula I:
- wherein:
- (i) R1 and R2 are each independently H;
- a C1-C40 substituted or unsubstituted linear, branched or cyclic alkyl, alkenyl or alkynyl;
- a substituted or unsubstituted aryl;
- or a substituted or unsubstituted heterocyclic group;
- or
- R1 and R2 are bonded together thereby forming, together with the nitrogen atom they are both bound to, a heterocycle;
- and
- R3 is H;
- a C1-C40 substituted or unsubstituted linear, branched or cyclic alkyl, alkenyl or alkynyl;
- a substituted or unsubstituted aryl;
- or a substituted or unsubstituted heterocyclic group;
- or
- (ii) R1 is H;
- a C1-C40 substituted or unsubstituted linear, branched or cyclic alkyl, alkenyl or alkynyl;
- a substituted or unsubstituted aryl;
- or a substituted or unsubstituted heterocyclic group;
- and
- R3 is bonded together with R2 to form a heterocycle;
- M is a group 5 metal;
- a=1or 2 and b=2 or 3, wherein the sum of a and b is 4;
- each X is a halogen substituent;
- and
- each R4 is independently H;
- or a C1-C20 substituted or unsubstituted, linear, branched or cyclic alkyl, optionally comprising heteroatoms.
22 more elements
A method of synthesizing a metal complex of Formula I, the method comprising reacting a group 5 metal salt of Formula VII with one equivalent of an amide of Formula VIII according to the following reaction:
- wherein:
- (i) R1 and R2 are each independently H;
- a C1-C40 substituted or unsubstituted linear, branched or cyclic alkyl, alkenyl or alkynyl;
- a substituted or unsubstituted aryl;
- or a substituted or unsubstituted heterocyclic group;
- or
- R1 and R2 are bonded together thereby forming, together with the nitrogen atom they are both bound to, a heterocycle;
- and
- R3 is H;
- a C1-C40 substituted or unsubstituted linear, branched or cyclic alkyl, alkenyl or alkynyl;
- a substituted or unsubstituted aryl;
- or a substituted or unsubstituted heterocyclic group;
- or
- (ii) R1 is H;
- a C1-C40 substituted or unsubstituted linear, branched or cyclic alkyl, alkenyl or alkynyl;
- a substituted or unsubstituted aryl;
- or a substituted or unsubstituted heterocyclic group;
- and
- R3 is bonded together with R2 to form a heterocycle;
- M is a group 5 metal;
- a=1 or 2 and b=2 or 3, wherein the sum of a and b is 4;
- c=2 or 3 and d=2 or 3, wherein the sum of c and d is 5;
- each X is a halogen substituent;
- and
- each R4 is independently H;
- or a C1-C20 substituted or unsubstituted, linear, branched or cyclic alkyl, optionally comprising heteroatoms.
23 more elements
Dependencies are inferred from the claim text.