Library / Journals / Wiley / Applied Organometallic Chemistry
Copyright © 2009 John Wiley & Sons, Ltd.
TABLE OF CONTENTS
Volume 19 Issue 4 , Pages 411 - 582 (April 2005)
Special Issue: Dedicated to the memory of Professor Colin Eaborn
Issue Edited by Marcel Gielen
Foreword
Foreword (p 411)
Marcel Gielen, Narayan S. Hosmane
Published Online: Mar 3 2005 5:29AM
DOI: 10.1002/aoc.803
Obituary
Colin Eaborn Pioneer of Organosilicon Chemistry (p 412-413)
Michael Lappert
Published Online: Mar 3 2005 5:29AM
DOI: 10.1002/aoc.804
Main Group Metal Compounds
Three-coordinate divalent Group 14 element derivatives and related compounds (p 414-428)
Isabelle Saur, Sonia Garcia Alonso, Jacques Barrau
Published Online: Mar 3 2005 5:29AM
DOI: 10.1002/aoc.876
Work concerning new subvalent germanium and tin compounds supported by a | |
-diketiminato ligand is reviewed. Materials, Nanoscience and Catalysis
Monoorganotin(IV) phosphonates (p 429-436)
Vadapalli Chandrasekhar,andasamy Gopal
Published Online: Mar 8 2005 5:04AM
DOI: 10.1002/aoc.858
Recent progress in the assembly of monoorganotin(IV) phosphonates is reviewed. | |
Main Group Metal Compounds
Unprecedented self-assembled cyclic hexamer of ferrocenyldimethylsilanol, [FcSiMe2OH]6 (Fc = (
5-C5H5)Fe(5-C5H4)) (p 437-439)
Hemant. Sharma, Francisco Cervantes-Lee, Ionel Haiduc,eith H. Pannell
Published Online: Mar 8 2005 5:04AM
DOI: 10.1002/aoc.846
Ferrocenyldimethylsilanol, FcSiMe2OH, Fc = ( | |
5-C5H5)Fe(Organotin compounds: frominetics to stereochemistry and antitumour activities (p 440-450)
Marcel Gielen, Monique Biesemans, Rudolph Willem
Published Online: Mar 3 2005 5:29AM
DOI: 10.1002/aoc.771
An overview is given of the research performed by the authors at the Université Libre de Bruxelles and the Vrije Universiteit Brussel, including theinetics, stereochemistry and mechanism of SE2 reactions at a saturated carbon atom, the synthesis of chiral organotin compounds and their configurational and optical stability, the fluxionality of trigonal bipyramidal metal atoms and the stereochemistry of SN2 reactions at tetrahedrally substituted atoms of the third, fourth or fifth period, the cytotoxicity of many series of organotin compounds and the structure and reactivity of organotin salicylaldoximate clusters. | |
Structural characterization of dimethyl- and di-n-butyltin(IV) 2,3-pyridinedicarboxylate in solution and in the solid state (p 451-457)
Reyes García-Zarracino, Herbert Höpfl
Published Online: Mar 3 2005 5:29AM
DOI: 10.1002/aoc.773
Dimethyl- and di-n-butyltin(IV) 2,3-pyridinedicar boxylate have been characterized both in solution (1H, 119Sn NMR) and in the solid state (X-ray crystallography). Significant differences have been found for their structural and electronic properties in comparison to their analogs with phthalate as ligand. | |
The organotin industry rises to the HPV challenge (p 458-464)
John M. Batt
Published Online: Mar 3 2005 5:29AM
DOI: 10.1002/aoc.774
In 1998, the US Environmental Protection Agency launched the High Production Volume (HPV) Challenge Program, which called for chemical manufacturers to voluntarily commit to fill gaps in basic screening-level hazard data for high volume chemicals they manufacture and to make the data available to the regulatory community as well as the public. Companies could sponsor chemicals individually or, if there were multiple manufacturers, companies could join together to form consortia to jointly sponsor work. The organotin industry, through the Stabilizer Task Force of ORTEPA, volunteered 27 organotin and related inorganic compounds for this program. This paper addresses setting up the industry effort, securing committed funding, sharing of existing data, establishing the test plans, contracting for the testing and administering the testing. It also provides an update as to where industry is in meeting its obligations. | |
Materials, Nanoscience and Catalysis
Synthesis of chiral organotins suitable for the preparation of asymmetric heterogeneous catalysts (p 465-472)
M. Belén Faraoni, Alicia D. Ayala, Virginia Vetere, Mónica L. Casella, Osmar A. Ferretti, Julio C. Podestá
Published Online: Mar 3 2005 5:29AM
DOI: 10.1002/aoc.794
The synthesis of organotin compounds with chiral (-)-menthyl ligands attached to the tin atom and free of epimerization by-products is reported. Also described is the preparation of some new bimetallic catalysts prepared by modifying silica-gel-supported platinum and rhodium with a chiral organotin, as well as some hydrogenation reactions using these catalysts. Full 1H, 13C, and 119Sn NMR spectra of the new organotins are reported. | |
Main Group Metal Compounds
Synthesis and characterization of several cephalothin derivatives modified with germanium-containing moieties (p 473-478)
Yoshito Takeuchi, Yumikoase, Yoko Imafuku
Published Online: Mar 3 2005 5:29AM
DOI: 10.1002/aoc.806
A cepham, cephalothin (4), was modified with germanium-containing moieties. Their structures were confirmed chiefly based on electrospray ionization mass spectrometry and NMR spectroscopy and their antibacterial properties were tested. None of these exhibited activity strong enough to be used as a medicine. | |
Evaluation of PM3 calculations applied to organotin compounds: crystal structure of [Ph2SnCl2 (1,10-phenanthroline-5,6-dione)]·2Me2CO (p 479-487)
Ricardo Bicca de Alencastro, João A. S. Bomfim, Carlos A. L. Filgueiras, R. Alan Howie, James L. Wardell
Published Online: Feb 4 2005 7:53AM
DOI: 10.1002/aoc.823
An evaluation of the PM3 level of calculation applied to organotin compounds has been carried out, by comparing calculated structures for 19 compounds with published experimental data. The method was also applied to the new [Ph2SnCl2(1,10-phenanthroline-5,6-dione)]·2Me2CO complex, whose crystal structure is also described. | |
Synthesis and some reactivity studies of germanium, tin and lead analogues of alkynes (p 488-493)
Philip P. Power
Published Online: Mar 8 2005 5:04AM
DOI: 10.1002/aoc.824
The syntheses and reactivity of germanium, tin, and lead analogues of alkynes is summarized. Heavier group 14 | |
alkynes
are stabilized by bulky terphenyl ligands and are thermally robust crystalline solids; however, they are extremely reactive, with reactivity decreasing in the order Ge > Sn > Pb. Spectroscopy and reactivity patterns suggest that the germanium species, in particular, has considerable diradical character. This hypothesis is also supported by preliminary density functional theory calculations. Hypercoordinated organotin triflates (p 494-499)
Jens Beckmann
Published Online: Mar 8 2005 5:04AM
DOI: 10.1002/aoc.828
Recent advances in the chemistry of organotin triflates and related organotin cations are reviewed. Applications in synthesis and catalysis are briefly discussed. | |
Structure of azo dye organotin(IV) compounds containing a C,N-chelating ligand, part II, and their in vitro antifungal activity (p 500-509)
Petr Novák, Antonín Ly
ka, Ivana Císa
ová, Vladimír Buchta, Luís Silva, Lenkaoláová, Ale
R
ika, Jaroslav Holeek
Published Online: Mar 8 2005 5:04AM
DOI: 10.1002/aoc.845
Eight complexes of azo dyes and the [(2-dimethylaminomethyl)phenyl](R2)tin(IV) (R = is Ph or n-Bu) moiety were prepared and their NMR, ESI-MS, IR and UV-VIS spectra measured and X-ray structure determined. The compounds reveal the same structure in chloroform solution and in the solid state. Four compounds exist in the hydrazone tautomeric form. The central tin atoms in all compounds exist in slightly distorted trans-trigonal bipyramidal geometry. The in vitro antifungal activity of the compounds studied was comparable to similar organotin(IV) compounds and antifungal drugs in clinical use. | |
Di(p-tert-butylphenyl)-N,N-di-(iso-butyl)carbamoylmethylphosphine oxide and its organotin and uranyl adducts: structural and spectroscopic characterization (p 510-517)
Ramesh N.apoor, Paulette Guillory, Louis Schulte, Francisco Cervantes-Lee, Ionel Haiduc, Laszlo Parkanyi,eith H. Pannell
Published Online: Mar 8 2005 5:04AM
DOI: 10.1002/aoc.847
The actinide complexing agent di(p-tert-butylphenyl)-N,N-di-(iso-butyl)carbamoylmethylphosphine oxide (1) has been used to form a series of complexes with Ph3SnCl (3), Me2SnCl2 (4), and Ph2SnCl2 (5). In the solid state the ligand is either monodentate (3, 4), binding through the PO unit, or bidentate (5), chelating via the PO and CO groups. In solution they are all monodentate. The uranyl complex is also reported where the ligand is bidentate in both solid state and solution. | |
Mixed aryl-alkyl organotin compounds, ArnMeSnCl3-n (Ar = RC6H4, R = H, ethyl, i-propyl, t-butyl; n-hexyl, n-octyl) and the effect of R upon antibiotic activity (p 518-522)
Ramesh N.apoor, Paula Apodaca, Miguel Montes, Fabiola D. Gomez,eith H. Pannell
Published Online: Mar 8 2005 5:04AM
DOI: 10.1002/aoc.853
A series of new arylmethyl organotins, Ar3MeSn, Ar2SnMeSnCl and ArMeSnCl2, are reported. The synthetic method commences with the formation of the triarylmethyl tin compounds from MeSnCl3 via Grignard methods followed by sequential aryl group cleavage by HCl-Et2O. The Ar2MeSnCl and previously reported ArMe2SnCl compounds were evaluated against Staphylococcus aureus. | |
Syntheses of novel silylsubstituted distannanes (p 523-529)
Roland Fischer, Thorsten Schollmeier, Markus Schürmann, Frank Uhlig
Published Online: Mar 8 2005 5:04AM
DOI: 10.1002/aoc.854
Bis(triorganosilyl)diorgano-stannanes or -distannanes can selectively be prepared by Wurtz-type coupling reactions. In addition, metallation of (R2R | |
Si)2SnR
2 yields the respective monosilylated potassium stannides, from which the corresponding distannanes are readily obtained from oxidative coupling reactions. Field-effect transistor based on organosoluble germanium nanoclusters (p 530-537)
Akira Watanabe, Fusao Hojo, Takao Miwa
Published Online: Mar 8 2005 5:04AM
DOI: 10.1002/aoc.857
The field-effect transistor fabricated by a coating technique using organosoluble germanium nanoclusters shows amplification properties. | |
Reaction of phenyltrifluorosilane with 8-hydroxy- or 8-mercapto-quinoline and their derivatives as a route to new heterocyclic compounds of pentacoordinate silicon (p 538-541)
Mikhail G. Voronkov, Olga M. Trofimova, Nikolai F. Chernov, Aleksandr I. Albanov, Nina N. Chipanina, Ekaterina A. Grebneva
Published Online: Mar 8 2005 5:04AM
DOI: 10.1002/aoc.861
The protodesilylation of phenyltrifluorosilane with 8-hydroxy- and 8-mercapto-quinoline NC9-H6YH (Y:O, 1a; S, 1b) affords the novel intramolecular pentacoordinate silanes (N | |
Materials, Nanoscience and Catalysis
First example of 
palladium-nanoparticle
-catalyzed selective alcoholysis of polyhydrosiloxane: a new approach to macromolecular grafting (p 542-550)
Bhanu P. S. Chauhan, Jitendra S. Rathore, Naim Glloxhani
Published Online: Mar 8 2005 5:04AM
DOI: 10.1002/aoc.867
A new synthetic route to cat alytically active, stable and isolable palladium nanocomposites is disclosed. The utility of such nanocomposites is demonstrated by the investigations of their activity as a recyclable catalyst for macromolecular grafting of polyhydrosiloxane. | |
Main Group Metal Compounds
Synthesis and photochemical reactions of 1,2,7-chalcogenadistannacycloheptanes (p 551-554)
Masaichi Saito,aori Iso,atsuhiko Yamada, Susumu Nakano, Michikazu Yoshioka
Published Online: Mar 8 2005 5:04AM
DOI: 10.1002/aoc.870
1,2,7-Chalcogenadistannacycloheptanes were synthesized by the reactions of 1,4-bis(bromostannyl) butane with appropriate chalcogenation reagents. Irradiation of the 1,2,7-thiadistannacycloheptane with a low-pressure mercury lamp (254 nm) gave 1,3,5,2,4,6-trithiatristannin. Irradiation of 1,3,5, 2,4,6-trithiatristannin with a low-pressure mercury lamp in the presence of either cyclotrisiloxane or 2,3-dimethyl-1,3-butadiene gave a complex mixture. | |
Structure and in vitro antibacterial activity of BuSnCl3-n[(OPPh2)(SPPh2)N]n (n = 1, 2) (p 555-562)
Adina Rotar, Anca Silvestru, Cristian Silvestru, John E. Drake, Michael B. Hursthouse, Mark E. Light, Liana Bunaciu, Petre Bunaciu
Published Online: Mar 8 2005 5:04AM
DOI: 10.1002/aoc.818
BuSnCl2[(OPPh2)(SPPh2)N] (1) and BuSnCl[(OPPh2)(SPPh2)N]2 (2) have been prepared and their behaviour in solution and solid state was investigated by multinuclear (1H, 13C, 31P) NMR spectroscopy and single-crystal X-ray diffraction. Variable-temperature 31P NMR studies indicate the presence of various isomers for 2 in solution. The molecular structure in solid state features 5- and 6-coordinated metal atoms in 1 and 2, respectively, as a result of the monometallic biconnective behaviour of the monothioimidodiphosphinato moieties. Preliminary results on the in vitro antibacterial activity are reported. | |
Acid-dependent selective formation of trans-aryl(germyl)ethenes or 1-aryl-1-germylethenes by the protodestannylation of (Z)-germyl(stannyl)ethenes (p 563-569)
Taichi Nakano, Yoshiya Senda,ayo Fukaya, Naoyuki Sugiuchi, Shinobu Ni-imi, Yutaka Takahashi, Hiroyukiurihara
Published Online: Mar 8 2005 5:04AM
DOI: 10.1002/aoc.811
Protodemetallation of (Z)-germyl(stannyl)ethenes gives trans-germylethenes or 1-aryl-1-germylethenes depending on the acid used. The reaction with HCl/TEACl (tetraethylammonium chloride) gives the former ethenes, while the use of HI/TBAI(tetrabutylammonium iodide) produces 1-aryl-1-germylethenes selectively. | |
Reactivities of germacyclopropabenzene toward some transition metal carbonyl complexes (p 570-577)
Tomoyuki Tajima, Takayo Sasaki, Takahiro Sasamori, Nobuhiro Takeda, Norihiro Tokitoh
Published Online: Mar 3 2005 5:29AM
DOI: 10.1002/aoc.810
An overcrowded, diaryl-substituted germacyclopropabenzene underwent unique reactions with transition metal carbonyl complexes to give a variety of Ge-containing cyclic compounds, such as Fischer-type carbene complexes, a germacyclobutabenzene, and a germacyclobutanone, depending on theinds of reactants. | |
Triple-decker tin and lead cations (p 578-582)
Alan H. Cowley, Jamie N. Jones, Charles L. B. Macdonald
Published Online: Mar 8 2005 5:04AM
DOI: 10.1002/aoc.827
Triple-decker tin and lead cations can be prepared by the addition of [( | |