Late first row transition metal aryl diimine catalysts for hydrofunctionalization and dehydrocoupling
AssigneeArizona Board of Regents on behalf of Arizona State University
InventorsRyan J. Trovitch, Anuja Sharma, Thu Thao Nguyen
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Abstract
Aryl diimine first row metal compounds are described, as well as their synthesis and use as catalysts for the hydrofunctionalization of unsaturated organic compounds and main group element-main group element bond formation by dehydrogenative coupling.
Claims16
A method of facilitating a hydrofunctionalization reaction, the method comprising reacting a reductant having a H—H, H—B, H—Al, H—C, H—Si, H—N, H—P, H—O, H—S, or H—Se bond with an unsaturated organic compound having a double bond or triple bond in the presence of one or more aryl diimine complexes having a structure represented by one of general structures G-1.1 through G-1.15:
- where:
- each M represents Mn, Fe, Co, or Ni;
- each Y independently represents PRn, NRn, AsRn, SbRn, BiRn, ORn, SRn, SeRn, TeRn, a heterocycle comprising P, N, As, Sb, Bi, O, S, Se, Te, and combinations thereof, wherein n=2, 1, or 0;
- each X independently represents a substituted or unsubstituted C1-C24 alkylene or arylene linking group optionally comprising one or more heteroatoms;
- each R, including R under the definition of Y, independently represents hydrogen;
- a substituted, unsubstituted, or cyclic C1-C24 alkyl group that optionally comprises one or more heteroatoms;
- an aryl or substituted aryl group that optionally comprises one or more heteroatoms;
- a ring formed from two R groups taken together that is a substituted or unsubstituted, saturated or unsaturated cyclic structure that optionally comprises one or more heteroatoms;
- a halide;
- an alkoxide;
- an amide;
- a silyl;
- a boryl;
- or any combination thereof;
- and
- each Z independently represents a hydride, alkyl, aryl, halide, alkoxide, aryloxide, carboxylate, or amido substituent.
A method of facilitating a hydrofunctionalization reaction, the method comprising reacting a reductant having a H—H, H—B, H—Al, H—C, H—Si, H—N, H—P, H—O, H—S, or H—Se bond with an unsaturated organic compound having a double bond or triple bond in the presence of one or more salts comprising a cation or anion of one or more aryl diimine complexes having a structure represented by one of general structures G-1.1 through G-1.15:
- where:
- each M represents Mn, Fe, Co, or Ni;
- each Y independently represents PRn, NRn, AsRn, SbRn, BiRn, ORn, SRn, SeRn, TeRn, a heterocycle comprising P, N, As, Sb, Bi, O, S, Se, Te, and combinations thereof, wherein n=2, 1, or 0;
- each X independently represents a substituted or unsubstituted C1-C24 alkylene or arylene linking group optionally comprising one or more heteroatoms;
- each R, including R under the definition of Y, independently represents hydrogen;
- a substituted, unsubstituted, or cyclic C1-C24 alkyl group that optionally comprises one or more heteroatoms;
- an aryl or substituted aryl group that optionally comprises one or more heteroatoms;
- a ring formed from two R groups taken together that is a substituted or unsubstituted, saturated or unsaturated cyclic structure that optionally comprises one or more heteroatoms;
- a halide;
- an alkoxide;
- an amide;
- a silyl;
- a boryl;
- or any combination thereof;
- and
- each Z independently represents a hydride, alkyl, aryl, halide, alkoxide, aryloxide, carboxylate, or amido substituent.
Dependencies are inferred from the claim text.