Infrared, Sn-119, C-13 and H-1 NMR, Sn-119 and C-13 CP/MAS NMR and Mossbauer spectral study of some tributylstannyl citrates and propane-1,2,3-tricarboxylates

• Published in: Collection of Czechoslovak chemical communications Vol. 64; no. 6; pp. 1028 - 1048
• Main Authors: Holecek, J, Lycka, A, Micak, D, Nagy, L, Vanko, G, Brus, J, Raj, SSS, Fun, HK, Ng, SW
• Format: Journal Article
• Language: English
• Published: PRAGUE 6 Inst Organic Chem And Biochem 01.06.1999
• Subjects: Chemistry; Chemistry, Multidisciplinary; Physical Sciences; Science & Technology; organotin compounds; CRYSTAL-STRUCTURE; COMPLEXES; stannanes; COORDINATION; citrates; IR spectroscopy; H-1; C-13 and Sn-119; CP/MAS NMR spectroscopy; Mossbauer spectroscopy; crystal structure; propane-1,2,3-tricarboxylates; NMR spectroscopy; CARBOXYLIC-ACIDS
• ISSN: 0010-0765
• DOI: 10.1135/cccc19991028

Six tributylstannyl citrates and three tributylstannyl propane-1,2,3-tricarboxylates of the formula (RC)-C-1(CH2COOR2)(COOR3)(CH2COOR4) (R-1 = OH or H, R-2, R-3, R-4 = H, Bu3Sn, C6H11NH3, (C6H11)(2)NH2 or (CH2)(5)NH2) have been synthesised, and their solution and solid-state structures studied by infrared, H-1,C-13 and Sn-119 NMR, C-13 and Sn-119 CP/MAS NMR and Sn-119 Mossbauer spectroscopies. In non-coordinating solvents, the compounds exist as isolated molecules or ionic-pairs with their tin atoms in pseudotetrahedral environments. In coordinating solvents, the tin atoms in the compounds are five-coordinate owing to the participation of the solvent in bonding; and their trans-trigonal bipyramidal coordination spheres consist of the ipso-carbon atoms of the butyl substituents in equatorial plane, and the solvent molecule and the oxygen atom of the monodentate carboxyl group in axial positions. A part of tributylstannyl groups together with some bidentate bridging carboxylate groups form polymeric chains in the solid state of citrates and propane-1,2,3-tricarboxylates. Also dioxastanna-rings with the participation alpha-hydroxycarboxylate fragments and one of the tributylstannyl groups occur probably in some citrates in the solid state. The spectroscopic assignment for the citrate has been confirmed by crystal structure analysis. Key words: Stannanes; Organotin compounds; Citrates; Propane-1,2,3-tricarboxylates; IR spectroscopy; NMR spectroscopy,H-1, C-13 and Sn-119; CP/MAS NMR spectroscopy,C-13 and Sn-119; Mossbauer spectroscopy; Crystal structure.