Abstract
Six ligands containing 1,3-bis(pyrazol-1-ylmethyl)benzene subunits are shown to readily undergo cyclometalation reactions. 1,3-Bis(pyrazol-1-ylmethyl)-4,6-dimethylbenzene (1) is cyclopalladated to form the complex PdCl[C6HMe2(CH2pz)2-N,C,N] (3), containing two fused-ring six-membered metallocycles, for which the X-ray crystal structure of the DMSO solvate is described. The tetramethyl-substituted derivative C6H2Me2(CH2Me2pz)2 (2) and the 1,3,5-tris(pyrazol-1-ylmethyl)benzenes C6HMe2(CH2pz)3 (7) and C6HMe2(CH2Me2pz)3 (8) behave similarly. Reaction of 1 with a (terpyridine)ruthenium reagent ultimately produces the cycloruthenated derivative (tpy)Ru[C6HMe2(CH2pz)2-N,C,N]+ (6), the hexafluorophosphate salt of which is also crystallographically characterized. This reaction proceeds by way of a novel intermediate dication (tpy)Ru[C6H2Me2(CH2pz)2-N,N]2+ (5) that is shown, by detailed NMR studies, to contain an aryl C−H···Ru interaction. The 1,2,4,5-tetrakis(pyrazol-1-ylmethyl)benzenes C6H2(CH2pz)4 (12) and C6H2(...
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