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US 11,028,105 B2Granted
Difluoromethyl and difluoromethylene transfer reagents
AssigneeThe Regents of the University of Michigan
InventorsNathaniel Szymczak, Jacob Geri
Life of this patent
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Abstract
Disclosed herein are borazine, borate, and azaborinine compounds and compositions, methods of making said compounds and compositions, and methods of forming aromatic difluorocarbon compounds and difluorocarbon compounds.
Claims20
A compound of Formula (I):
- having a structure of:
- wherein:
- the dashed lines indicate optional double bonds;
- R1 is C6-20 aryl or C1-15 heteroaryl, and the heteroaryl comprises 1-5 ring heteroatoms selected from N, O, and S;
- each R2 and R3 is independently OH, N(R4)2, C1-6 alkyl, C3-8cycloalkyl, OC1-6 alkyl, or OC3-8 cycloalkyl;
- or adjacent R2 and R3, taken together with the atoms to which they are attached, form an optionally substituted 5-7 membered ring;
- each R4 is independently C1-6 alkyl or C3-8cycloalkyl;
- each R5 is independently C1-6 alkyl, C3-8cycloalkyl;
- or
- each R5 taken together with the atoms to which they are attached form an optionally substituted 5-7 membered ring;
- each R6 is independently C1-6 alkyl, C3-8cycloalkyl, OC1-6 alkyl, or OC3-8cycloalkyl;
- and
- M comprises a counterion.
10 more elements
A compound of Formula (III)
- wherein:
- the dashed lines indicate optional double bonds;
- R1 is H, C6-20aryl, or C1-15heteroaryl, and the heteroaryl comprises 1-5 ring heteroatoms selected from N, O, and S;
- R2 and R3 are independently OH, N(R4)2, C1-6alkyl, C3-8cycloalkyl, OC1-6 alkyl, or OC3-8 cycloalkyl, or R2 and R3, taken together with the atoms to which they are attached, form an optionally substituted 5-7 membered ring;
- each R4 is independently C1-5alkyl or C3-8cycloalkyl;
- each R7 is independently H, C1-6 alkyl, C3-8cycloalkyl, or at least one adjacent R7 pair, taken together with the atoms to which they are attached, form an optionally substituted 5-7 membered ring;
- and
- M comprises a counterion.
5 more elements
Dependencies are inferred from the claim text.