Ligands for transition metal catalysts

A compound of Formula II, or a salt, solvate, geometric isomer, or stereoisomer thereof:

• wherein:
• M is an element of Group VIII to Group XVI with an atomic weight greater than 25;
• L is a ligand of M, wherein at each occurrence L can be the same or different;
• p is whole number from 0 to 5;
• and
• is a single or double bond;
• A1 and A2 are each independently C6-10 aryl or C6-10 heteroaryl;
• R1 and R2 are each independently C1-3 alkyl substituted with at least one aryl or heteroaryl,
• wherein the aryl or heteroaryl in R1 and R2 is independently optionally substituted with at least one group selected from the group consisting of halogen, OR, SiR3, OSiR3, OSiR3, OSi(OR)3, BR3, BR2, B(OR)3, B(OR)2, CN, CF3, OCF3, SO2R, SO2N(R)2, SO3R, C(O)R, NR2, N(R)SO2R, N(R)SO2N(R)2, (CH2)0-2N(R)C(O)R, (CH2)0-2N(R)N(R)2, N(R)C(O)OR, optionally substituted C1-12 alkyl, optionally substituted C2-12 alkenyl, optionally substituted C2-12 alkynyl, optionally substituted C3-12 cycloalkyl, optionally substituted C1-12 heteroalkyl, optionally substituted C1-12 alkoxy, optionally substituted C6-12 aryl, optionally substituted C2-C12 heterocyclyl, optionally substituted C4-C12 heteroaryl, and optionally substituted C1-12 acyl;
• R3 and R4 are each independently hydrogen, optionally substituted C1-12 alkyl, optionally substituted C2-12 alkenyl, optionally substituted C2-12 alkynyl, optionally substituted C3-12 cycloalkyl, optionally substituted C1-12 heteroalkyl, optionally substituted C1-12 alkoxy, optionally substituted C6-12 aryl, optionally substituted C2-C12 heterocyclyl, optionally substituted C4-C12 heteroaryl, or optionally substituted C1-12 acyl,
• wherein the optional substitution comprises at least one group selected from the group consisting of halogen, OR, SiR3, OSiR3, OSiR3, OSi(OR)3, BR3, BR2, B(OR)3, B(OR)2, CN, CF3, OCF3, SO2R, SO2N(R)2, SO3R, C(O)R, NR2, N(R)SO2R, N(R)SO2N(R)2, (CH2)0-2N(R)C(O)R, (CH2)0-2N(R)N(R)2, N(R)C(O)OR, optionally substituted C1-12 alkyl, optionally substituted C2-12 alkenyl, optionally substituted C2-12 alkynyl, optionally substituted C3-12 cycloalkyl, optionally substituted C1-12 heteroalkyl, optionally substituted C1-12 alkoxy, optionally substituted C6-12 aryl, optionally substituted C2-C12 heterocyclyl, optionally substituted C4-C12 heteroaryl, and optionally substituted C1-12 acyl;
• or
• R3 and R4 taken together with the ring to which they are attached are used to form a C4-20 cycloalkyl, C6-20 aryl, or C6-20 heteroaryl,
• each of which is independently optionally substituted with at least one group selected from the group consisting of halogen, OR, SiR3, OSiR3, OSiR3, OSi(OR)3, BR3, BR2, B(OR)3, B(OR)2, CN, CF3, OCF3, SO2R, SO2N(R)2, SO3R, C(O)R, NR2, N(R)SO2R, N(R)SO2N(R)2, (CH2)0-2N(R)C(O)R, (CH2)0-2N(R)N(R)2, N(R)C(O)OR, optionally substituted C1-12 alkyl, optionally substituted C2-12 alkenyl, optionally substituted C2-12 alkynyl, optionally substituted C3-12 cycloalkyl, optionally substituted C1-12 heteroalkyl, optionally substituted C1-12 alkoxy, optionally substituted C6-12 aryl, optionally substituted C2-C12 heterocyclyl, optionally substituted C4-C12 heteroaryl, and optionally substituted C1-12 acyl;
• R is independently at each occurrence hydrogen, optionally substituted C1-10 alkyl, optionally substituted C2-10 alkenyl, optionally substituted C2-10 alkynyl, optionally substituted C3-10 cycloalkyl, optionally substituted C1-10 heteroalkyl, optionally substituted C1-10 alkoxy, optionally substituted C6-10 aryl, optionally substituted C2-C10 heterocyclyl, optionally substituted C4-C10 heteroaryl, or optionally substituted C1-10 acyl;
• k is 1, 2, 3, or 4;
• m is an integer from 0 to 5;
• n is an integer from 0 to 5;
• and
• with the proviso that if A1 and A2 are phenyl, then at least one of m or n is 3, 4, or 5.

A compound of Formula IV, or a salt, solvate, geometric isomer, or stereoisomer thereof:

• wherein:
• each occurrence of RA, R5 and R6 is independently chosen from optionally substituted C1-12 alkyl, optionally substituted C2-12 alkenyl, optionally substituted C2-12 alkynyl, optionally substituted C3-12 cycloalkyl, optionally substituted C1-12 heteroalkyl, optionally substituted C1-12 alkoxy, optionally substituted C6-18 aryl, optionally substituted C2-C12 heterocyclyl, optionally substituted C4-C18 heteroaryl, optionally substituted C1-12 acyl, and C1-3 alkyl substituted with at least one aryl or heteroaryl,
• wherein the optional substitution is independently by at least one group selected from the group consisting of halogen, OR, SiR3, OSiR3, OSiR3, OSi(OR)3, BR3, BR2, B(OR)3, B(OR)2, CN, CF3, OCF3, SO2R, SO2N(R)2, SO3R, C(O)R, NR2, N(R)SO2R, N(R)SO2N(R)2, (CH2)0-2N(R)C(O)R, (CH2)0-2N(R)N(R)2, N(R)C(O)OR, optionally substituted C1-12 alkyl, optionally substituted C2-12 alkenyl, optionally substituted C2-12 alkynyl, optionally substituted C3-12 cycloalkyl, optionally substituted C1-12 heteroalkyl, optionally substituted C1-12 alkoxy, optionally substituted C6-12 aryl, optionally substituted C2-C12 heterocyclyl, optionally substituted C4-C12 heteroaryl, and optionally substituted C1-12 acyl;
• X is a counter anion;
• and
• R is independently at each occurrence hydrogen, optionally substituted C1-10 alkyl, optionally substituted C2-10 alkenyl, optionally substituted C2-10 alkynyl, optionally substituted C3-10 cycloalkyl, optionally substituted C1-10 heteroalkyl, optionally substituted C1-10 alkoxy, optionally substituted C6-10 aryl, optionally substituted C2-C10 heterocyclyl, optionally substituted C4-C10 heteroaryl, or optionally substituted C1-10 acyl.