Macrocyclic picolinamides as fungicides

1. A compound of Formula I:

wherein:

X is H;

Y is Q;

Q is

R 1 is H, alkyl, alkenyl, aryl, —C(O)R 4 , each substituted with 0, 1 or multiple R 4 ;

R 2 is alkyl, alkenyl, aryl —C(O)R 4 , each substituted with 0, 1 or multiple R 4 ;

R 3 is H, —C(O)R 6 or —CH 2 OC(O)R 6 ;

R 4 is alkyl, alkenyl, halo, haloalkyl, alkoxy, or aryl;

R 5 is alkyl, alkoxy, benzyl, benzyloxy, each substituted with 0, 1, or multiple R 7 , wherein each R 7 may be substituted with 0, 1, or multiple R 4 ;

R 6 is alkyl or alkoxy, each substituted with 0, 1, or multiple R 4 ; and

R 7 is alkyl, alkenyl, halo, haloalkyl, alkoxy, aryl, —Si(R 4 ) 3 , —C(O)R 4 , —S(O) n R 4 , each substituted with 0, 1, or multiple R 4 .

2. The compound according to claim 1 wherein R 1 is chosen from H, alkyl, alkenyl, aryl, or —C(O)R 4 , each substituted with 0, 1, or multiple R 4 , and

wherein R 2 is chosen from alkyl, alkenyl, aryl, or —C(O)R 4 , each substituted with 0, 1, or multiple R 4 .

3. The compound according to claim 1 wherein R 1 and R 2 are independently alkyl, alkenyl, aryl, or —C(O)R 4 , each substituted with 0, 1, or multiple R 4 .

4. A method for the treatment of plant disease, comprising the steps of:

applying a fungicidally effective amount of at least one of the compounds of claim 1 to at least one surface selected from the group consisting of: at least one surface of a plant, an area adjacent to a plant, soil in contact with a plant, soil adjacent to a plant, seeds, and equipment for use in agriculture.

5. The method of claim 4 , wherein the fungicidally effective amount of the compound of Formula I is applied to a surface in the range of about 0.01 g/m 2 to about 0.45 g/m 2 of the compound of Formula I.

6. The compound of claim 1 , wherein the compound is:

7. A method for the treatment of plant disease, comprising the steps of:

applying a fungicidally effective amount the compound of claim 6 to at least one surface selected from the group consisting of: at least one surface of a plant, an area adjacent to a plant, soil in contact with a plant, soil adjacent to a plant, seeds, and equipment for use in agriculture.

8. The method of claim 7 , wherein the fungicidally effective amount of the compound of Formula I is applied to a surface in the range of about 0.01 g/m 2 to about 0.45 g/m 2 of the compound of Formula I.

9. A compound of Formula I:

wherein:

X is H;

Y is Q;

Q is

R 1 is alkyl, alkenyl, aryl, —C(O)R 4 , each substituted with 0, 1 or multiple R 4 ;

R 2 is H, alkyl, alkenyl, aryl —C(O)R 4 , each substituted with 0, 1 or multiple R 4 ;

R 3 is H, —C(O)R 6 or —CH 2 OC(O)R 6 ;

R 4 is alkyl, alkenyl, halo, haloalkyl, alkoxy, or aryl;

R 5 is alkyl, alkoxy, benzyl, benzyloxy, each substituted with 0, 1, or multiple R 7 , wherein each R 7 may be substituted with 0, 1, or multiple R 4 ;

R 6 is alkyl or alkoxy, each substituted with 0, 1, or multiple R 4 ; and

R 7 is alkyl, alkenyl, halo, haloalkyl, alkoxy, aryl, —Si(R 4 ) 3 , —C(O)R 4 , —S(O) n R 4 , each substituted with 0, 1, or multiple R 4 .

10. The compound according to claim 9 wherein R 1 is chosen from alkyl, alkenyl, aryl, or —C(O)R 4 , each substituted with 0, 1, or multiple R 4 , and wherein R 2 is chosen from H, alkyl, alkenyl, aryl, or —C(O)R 4 , each substituted with 0, 1, or multiple R 4 .

11. A method for the treatment of plant disease, comprising the steps of:

applying a fungicidally effective amount of at least one of the compounds of claim 9 to at least one surface selected from the group consisting of: at least one surface of a plant, an area adjacent to a plant, soil in contact with a plant, soil adjacent to a plant, seeds, and equipment for use in agriculture.

12. The method of claim 11 , wherein the fungicidally effective amount of the compound of Formula I is applied to a surface in the range of about 0.01 g/m 2 to about 0.45 g/m 2 of the compound of Formula I.