The Schiff base, 2-chlorophenylsalicylaldimine (HL
1), is formed readily from salicylaldehyde and 2-chloroaniline. After deprotonation, this ligand is found to react as a bidentate mixed-donor chelate with the complexes [RuRCl(CO)(BTD)(PPh
3)
2] (R = H, CH
CHC
6H
5, CH
CHC
6H
4Me-4, CH
CH
tBu, CC
CPh
CHPh; BTD = 2,1,3-benzothiadiazole) to form the compounds [RuR(L
1)(CO)(PPh
3)
2] through displacement of the chloride and BTD ligands. An analogous reaction occurs with the osmium complex [OsHCl(CO)(BTD)(PPh
3)
2] to provide [OsH(L
1)(CO)(PPh
3)
2]. The compound [Ru(CH
CHC
6H
4Me-4)(L
2)(CO)(PPh
3)
2] is formed through reaction of salicylaldehyde (HL
2) with [Ru(CH
CHC
6H
4Me-4)Cl(CO)(BTD)(PPh
3)
2] in the presence of base. Two further ligands were investigated to extend the study to encompass 5- and 4-membered chelates; 8-hydroxyquinoline (HL
3) and 2-hydroxy-4-methylquinoline (HL
4) react with [Ru(CH
CHPh)Cl(CO)(BTD)(PPh
3)
2] and [Ru(CH
CHC
6H
4Me-4)Cl(CO)(BTD)(PPh
3)
2] in the presence of base to yield the complexes [Ru(CH
CHPh)(L
3)(CO)(PPh
3)
2] and [Ru(CH
CHC
6H
4Me-4)(L
4)(CO)(PPh
3)
2], respectiv
ely. The crystal structure of [Ru(CH
CHC
6H
4Me-4)(L
1)(CO)(PPh
3)
2] is reported.