Transition metal complexes with (pyridyl)imidazole ligands

• US 7,615,637 B2
• Filed: 11/12/2008
• Issued: 11/10/2009
• Est. Priority Date: 05/11/2001
• Status: Expired due to Term

• Current Assignee: Abbott Diabetes Care Incorporated (Abbott Laboratories)
• Original Assignee: Abbott Diabetes Care Incorporated (Abbott Laboratories)
• Inventors: Heller, Adam, Mao, Fei
• Primary Examiner(s): AULAKH, CHARANJIT
• Application Number:
  US12/269,690
• Publication Number:
  US 20090143584A1
• Time in Patent Office: 363 Days
• Field of Search: 546/2, 546/10, 502/167
• US Class Current: 546/2
• CPC Class Codes: C07F 15/0026 without a metal-carbon linkage

Abstract

Novel transition metal complexes of iron, cobalt, ruthenium, osmium, and vanadium are described. The transition metal complexes can be used as redox mediators in enzyme-based electrochemical sensors. The transition metal complexes include substituted or unsubstituted (pyridyl)imidazole ligands. Transition metal complexes attached to polymeric backbones are also described.

Claims

1. A complex having the formula:

2. The complex of claim 1, wherein

M is osmium;

L₂ is a halide; and

L and L′

are independently;

3. The complex of claim 2, wherein L₁ is a substituted or unsubstituted pyridine.

4. The complex of claim 2, wherein L₁ has the formula:

5. The complex of claim 4, wherein R₁₁ and R₁₅ are independently —

H;

R₁₂ and R₁₄ are the same and —

H or methyl; and

R₁₃ is —

H, C1 to C12 alkoxy, —

NH₂, C1 to C12 alkylamino, C2 to C24 dialkylamino, hydrazino, C1 to C12 alkylhydrazino, hydroxylamino, C1 to C12 alkoxyamino, C1 to C12 alkylthio, or C1 to C12 alkyl.

6. The complex of claim 2, wherein L₁ has the formula:

7. The complex of claim 2, wherein L₂ is —

F, —

Cl, or —

Br.

8. The complex of claim 2, wherein L₂ is —

Cl.

9. The complex of claim 2, wherein R′

₁ is a C1-C2 alkyl.

10. The complex of claim 2, wherein R′

₁ is a C1 alkyl.

11. The complex of claim 2, wherein each of R_a and R_c is —

H.

12. The complex of claim 2, wherein each of R_a, R_b, and R_c is —

H.

13. The complex of claim 2, wherein each of R_a, R_b, R_c, and R_d is —

H.

14. A complex having the formula:

15. The complex of claim 14, wherein R₁₃ is C1-C2 alkylamino.

16. The complex of claim 14, wherein R₁₁, R₁₅, R₁₂, and R₁₄ are independently —

H.

18. The complex of claim 14, wherein X is a halide.

19. The complex of claim 14, wherein X is chloride.

17. A complex having the formula: