Synthesis and characterization of polyaromatic azine derivatives of (eta(5)-C5H5)Fe(CO)(2) and (eta(5)-C9H7)Fe(CO)(2): X-ray crystal structures of 4-[(eta(5)-cyclopentadienyl)irondicarbonyl]-7-chloroquinoline, 2-[(eta(5)-cyclopentadienyl)irondicarbonyl]-3-chloroquinoxaline, and 2-[(eta(5)-indenyl)irondicarbonyl]-3-chloroquinoxaline

The synthesis and characterization of 14 monometallic derivatives of quinoline, quinoxaline, quinazoline and tetraazolo(1,5-A)quinoline and a bimetallic derivative of quinoxaline are reported. These species were prepared in 11 to 88% isolated yields by metathesis reactions between NaFp or NaFp double dagger (where Fp = (eta(5) - C5H5)Fe(CO)(2) and Fp double dagger = (eta(5) - indenyl)Fe(CO)(2)) and the appropriate chlorine substituted polyaromatic azines. These reactions are highly regioselective and generally produce a single organometallic product having the organometallic substituent(s) bonded to the more highly activated azine ring, The structures of three representative examples were confirmed by the ir X-ray crystal structures, which are reported for the title complexes 4-[(eta(5)-cyclopentadienyl)irondicarbonyl]-7-chloroquinoline (C16H10ClFeNO2; a = 7.608(1) Angstrom, b = 12.006(1) Angstrom, c = 15.664(1) Angstrom, V = 1431 Angstrom(3); orthorhombic; P2(1)2(1)2(1); Z = 4), 2-[(eta(5)-cyclopentadienyl)irondicarbonyl]-3-chloroquinoxaline (C15H9ClFeN2O2; a = 15.291(3) Angstrom, b = 6.561(2) Angstrom, c = 14.541(4) Angstrom, beta = 106.891(21)degrees, V = 1395.9 Angstrom(3); monoclinic; P2(1)/c; Z = 4), and 2-[(eta(5)-indenyl)irondicarbonyl]-3-chloroquinoxaline (C19H11ClFeN2O2; a = 19.131(2) Angstrom, b = 6.688(1) Angstrom, c = 13.515(2) Angstrom, beta = 101.569(11)degrees, V = 1694.1 Angstrom(3); monoclinic; P2(1)/c; Z = 4), The bimetallic quinoxaline derivative 2,3-[(C5H5)(2)Fe-2(CO)(4)]-quinoxaline has ortho-substituted organometallic groups and the spectroscopic data suggest that it has an unusual structure in solution, perhaps involving bridging cyclopentadienyl and carbonyl ligands.