New diorganotin(IV) derivatives of 7-hydroxycoumarin (umbelliferone) and their adducts with 1,10-phenanthroline

New diorganotin(IV) derivatives of the general formula R2Sn(Umb)(2) (where R = n-Bu, n-Oct and Ph; Umb = umbelliferone anion) have been synthesized either by the reaction of R2SnO with umbelliferone under azeotropic removel of water or by the reaction of R2SnCl2 with sodium salt of umbelliferone. Further, the adducts of the general formula R2Sn(Umb)2.phen (where R = n-Bu and n-Oct; phen = 1, 10-phenanthroline) have also been synthesized by the interaction of R2Sn(Umb)2 with 1,10-phenanthroline. The bonding and coordination behavior in these derivatives are discussed on the basis of IR and Sn-119 Mossbauer spectroscopic studies in solid state. Their coordination behavior in solution is discussed by the multinuclear (H-1, C-13 and Sn-119) NMR spectral studies. The Mossbauer and IR studies indicate that umbelliferone acts as a monoanionic bidentate ligand in R2Sn(Umb)(2) coordinating through O(7) and O(1). A distorted octahedral geometry around tin has been proposed for R2Sn(Umb)(2) as well as for R2Sn(Umb)(2)center dot phen in solid state. The newly synthesized derivatives have been tested for their anti-inflammatory and cardiovascular activities. The average LD50 value > 1000 mg kg(-1) of these compounds indicates their safety margin. (c) 2004 Elsevier B.V. All rights reserved.