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US 2013/0253185 A1Published application
Novel catalysts
AssigneeDalhousie University
InventorsRylan J. Lundgren, Mark Stradiotto
Life of this patent
Estimating the term…
Abstract
The present invention provides novel compounds and ligands that are useful in transition metal catalyzed cross-coupling reactions. For example, the compounds and ligands of the present invention are useful in palladium or gold catalyzed cross-coupling reactions.
Claims35
A compound of Formula I:
- wherein
- Each of R1 and R2 is independently selected from tert-butyl, cyclohexyl, 2-tolyl, or 1-adamantyl;
- Each of R3 and R4 is independently selected from a C1-5 alkyl, or
- R3, R4, and the nitrogen atom to which they are attached form an optionally substituted 4-10 membered heterocyclic ring;
- Each of X1a and X1b, is independently selected from N or C—R5;
- Each of X2a and X2b, is independently selected from N or C—R6;
- Each R5 is independently selected from —H, —CH3, —OCH3, halogen, or —CF3;
- Each R6 is independently selected from —H, —CH3, —OCH3, —N(CH3)2, halogen, or —CF3;
- or
- a vicinal R5 group and R6 group together with the carbon atoms to which they are attached form an optionally substituted 5-7 membered heterocyclic or carbocyclic ring;
- or
- two R6 groups together with the carbon atoms to which they are attached form an optionally substituted 5-7 membered heterocyclic or carbocyclic ring;
- and
- wherein no more than one of X1a, X1b, X2a, or X2b is N.
11 more elements
(canceled)
(canceled)
A compound of Formula IA:
- wherein
- Each of R3 and R4 is independently selected from a C1-5 alkyl, or
- R3, R4, and the nitrogen atom to which they are attached form an optionally substituted 4-10 membered heterocyclic ring;
- Each of X1a and X1b, is independently selected from N or C—R5;
- Each of X2a and X2b, is independently selected from N or C—R6;
- Each R5 is independently selected from —H, —CH3, —OCH3, halogen, or —CF3;
- Each R6 is independently selected from —H, —CH3, —OCH3, —N(CH3)2, halogen, or —CF3;
- or
- A vicinal R5 group and R6 group together with the carbon atoms to which they are attached form an optionally substituted 5-7 membered heterocyclic or carbocyclic ring;
- or
- two R6 groups together with the carbon atoms to which they are attached form an optionally substituted 5-7 membered heterocyclic or carbocyclic ring;
- and wherein no more than one of X1a, X1b, X2a, or X2b is N.
9 more elements
(canceled)
(canceled)
A compound of Formula IB:
- wherein
- Each of R1 and R2 is independently selected from tert-butyl, cyclohexyl, 2-tolyl, or 1-adamantyl;
- Each of X1a and X1b, is independently selected from N or C—R5;
- Each of X2a and X2b, is independently selected from N or C—R6;
- Each R5 is independently selected from —H, —CH3, —OCH3, halogen, or —CF3;
- Each R6 is independently selected from —H, —CH3, —OCH3, —N(CH3)2, halogen, or —CF3;
- or
- A vicinal R5 group and R6 group together with the carbon atoms to which they are attached form an optionally substituted 5-7 membered heterocyclic or carbocyclic ring;
- or
- two R6 groups together with the carbon atoms to which they are attached form an optionally substituted 5-7 membered heterocyclic or carbocyclic ring;
- and
- wherein no more than one of X1a, X1b, X2a, or X2b is N.
9 more elements
A compound selected from
35-151. (canceled)
Dependencies are inferred from the claim text.