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TABLE OF CONTENTS

Volume 19 Issue 3 , Pages 293 - 410 (March 2005)

Content

Contents (p i-viii)

Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.901

Bioorganometallic Chemistry

Heteroaryl substituted ansa-titanocene anti-cancer drugs derived from fulvenes and titanium dichloride (p 293-300)
Franz-Josef. Rehmann, Laurence P. Cuffe, Oscar Mendoza, Dilip. Rai, Nigel Sweeney,atja Strohfeldt, William M. Gallagher, Matthias Tacke, Conway Institute of Biomolecular and Biomedical Research
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.864


	Starting from 2-furylfulvene (1a), 2-thiophenylfulvene (1b), and 1-methyl-2-pyrrolylfulvene (1c), [1,2-di(cyclopentadienyl)-1,2-di-(2-furyl)ethanediyl] titanium dichloride (2a), [1,2-di(cyclopentadienyl)-1,2-di-(2-thiophenyl)ethanediyl] titanium dichloride (2b), and [1,2-di(cyclopentadienyl)-1,2-bis-(1-methyl-2-pyrrolyl)ethanediyl] titanium dichloride (2c) were synthesized.

Speciation Analysis and Environment

Inter-laboratory validation of EPA method 3200 for mercury speciation analysis using prepared soil reference materials (p 301-307)
G. M. Mizanur Rahman, H. M. lsquo Skip rsquo ingston, John C.ern, Sara W. Hartwell, Raymond F. Anderson, Shen-yi Yang
Published Online: Feb 4 2005 7:53AM
DOI: 10.1002/aoc.816


	An inter-laboratory validation study of the EPA draft method 3200 was conducted by the United States Environmental Protection Agency (US EPA) on two specifically prepared soil matrices. The study has been performed successfully by a limited number of participating laboratories. Evaluation of the data demonstrates that the extraction method is more highly efficient for extracting the highly toxic methylmercury than inorganic mercury. An important finding was that the proposed method does not induce transformation of methylmercury to inorganic mercury.

Comparison of mild extraction procedures for determination of arsenic compounds in different parts of pepper plants (Capsicum annum, L.) (p 308-314)
Ji rcaron ina Száková, Pavel Tlusto scaron , Walter Goessler, Daniela Pavlíková, Ji rcaron í Balík
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.826


	Eight extraction agents (water, methanol-water mixtures in various ratios, methanol, a 20 mmol l^-1 ammonium phosphate buffer, and a methanol-phosphate buffer) were tested for the extraction of arsenic compounds from fruits, stems + leaves, and roots of pepper plants. Quantitative extraction of arsenic compounds from different plant tissues requires the individual optimization of the extractant.

Imposex and organotin contamination in Nassarius reticulatus (L.) along the Portuguese coast (p 315-323)
Ana Sousa, Sónia Mendo, Carlos Barroso
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.856


	A survey of Nassarius reticulatus imposex levels and organotin b.b. was conducted along the Portuguese coast between May and August 2003 in order to assess the status of TBT pollution in the year that the IMO ban took place and to evaluate the temporal trend of organotin pollution over the last 3 years. The higher levels of imposex and TBT contamination occurred inside or close to harbours which were identified as hotspots of pollution along the Portuguese coast. No global trend in TBT pollution was observed over the 3 year period.

Comparison of the acute toxicity of tributyltin and copper to veliger larvae of Nassarius reticulatus (L.) (p 324-328)
Ana Sousa, Luciana Génio, Sónia Mendo, Carlos Barrosoi
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.886


	The acute toxicity of tributyltin TBT and copper to recently hatched veligers of the gastropped Nassarius reticulatus up to 96 h was assessed. Both TBT and copper had a highly significant effect on larvae survival (p < 0.001). TBT is far more toxic to N. reticulatus larvae than copper; however owing to the higher copper environmental concentrations the risk factors of the two biocides can approach each other. This stresses the need to find adequate substitutes for organotin biocides in antifouling paints in the future.

Materials, Nanoscience and Catalysis

Heteropolyacids enhanced the catalytic activity of Rh₆(CO)₁₆ in the hydroformylation of alkenes (p 329-338)
B. El Ali, J. Tijani, M. Fettouhi, A. Al-Arfaj, M. El-Faer
Published Online: Feb 4 2005 7:53AM
DOI: 10.1002/aoc.821


	Active homogeneous catalytic systems based on Rh₆(CO)₁₆-heteropolyacids for the regioselective hydroformylation of styrene and 1-octene and their derivatives have been developed. The effects of the amount and the type of the heteropolyacid have been studied and showed a significant improvement of the conversion of styrene and the selectivity towards branched aldehydes.

Synthesis, spectroscopic and X-ray single-crystal structure study of bis(2-methoxy-ethanolato)-bis(8-quinolinato)titanium(IV) (p 339-342)
M. Mirzaee, M. M. Amini
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.840


	The reaction of Ti(OCH₂CH₂OR)₄ (RCH₃ and C₂H₅) with 8-hydroxyquinoline yields Ti(C₉H₆NO)₂ (OCH₂CH₂OR)₂. The molecular structure of Ti(C₉H₆NO)₂(OCH₂CH₂OCH₃)₂ has been determined by single-crystal x-ray structure analysis. The quinolinate derivatives of titanium alkoxides have very low susceptibility to hydrolysis.

Trinuclear tin salicylaldoximate cluster-catalyzed selective acylation of alcohols (p 343-346)
Carlos Camacho-Camacho, Monique Biesemans, Ingrid Verbruggen, Rudolph Willem
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.851


	The reactivity and catalytic potential of the tin salicylaldoximate cluster [(Me₂Sn)₂(Me₂SnO)(OCH₃) (HONZO)(ONZO)] (1), with HONZOH = o-HONCHC₆H₄OH, on the acylation reaction of various alcohols with ethyl acetate is reported. The catalyst is active toward primary and unhindered secondary alcohols, but inefficient toward tertiary and secondary bulky alcohols and phenols. A possible mechanism for the transesterification reaction catalyzed by 1, accounting for the influence of steric factors, is proposed.

Synthesis and characterization of polyoctenamer with WCl₆e^-AlCH₂Cl₂ catalyst system via ring-opening metathesis polymerization (p 347-351)
Sevil Çetinkaya, Solmazarabulut, Bülent Düz, Yavuz Ïmamo gcaron lu
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.863


	A typical low-strained monomer, cyclooctene, was polymerized via ring opening metathesis polymerization with electrochemically produced active species. A high cis polyoctenamer was obtained by this catalyst system with high yields in a short periods.

Main Group Metal Compounds

µ₂-Diiodotetrakis(2-hydroxymethyl-1-methyl-1-imidazole-N³)dicadmium(II) bis[triiodo(2-hydroxymethyl-1-methyl-1-imidazole-N³)cadmate(II)] dihydrate (p 352-353)
Yang-Yi Yang, Lap Szeto, Gang-Feng Ouyang, Zhong-Qi Huang, Wing-Tak Wong, Seik Weng Ng
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.813


	There are two types of Cd in the title compound, the six-coordinated Cd atom in the cation is in a distorted octahedral geometry while the four-coordinated Cd in the anion shows a distorted tetrahedral geometry.

Diiodobis(2-hydroxymethyl-1-methyl-1-imidazole-N³)cadmium(II) (p 354-355)
Yang-Yi Yang, Zhong-Qi Huang, Xiao-Ming Chen, Wing-Tak Wong, Seik Weng Ng
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.814


	The Cd atom in Cd(Hmmi)₂I₂ is five-coordinate with a trigonal bipyramidal geometry in which the apical sites are occupied by I and O atoms.

Bis[tris(cyclohexyl)tin] azide hydroxide, (Cy₃Sn)₂N₃(OH): X-ray structure determination and comparison with analogous compounds (p 356-359)
R. Alan Howie, James L. Wardell, Solange M. S. V. Wardell
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.822


	The structures of (Cy₃Sn)₂N₃(OH) (1) and (Me₃Sn)₂N₃(OH) (2) are both polymeric with infinite chains of molecules linked by regularly alternating µ₂ bridging azide and hydroxide groups. In 2, azide bridges in , mode with one terminal nitrogen atom forming both bridging bonds, while the other acts as acceptor for OH&dotbond;N hydrogen bonds, thus creating two-dimensional connectivity. In 1, azide bridges in , mode, where both terminal nitrogen atoms form bridging bonds and no hydrogen bonds are present.

The germanium(II) ate complex [Ph₃PⁱPr][Ge(OCOMe)₃]: the first structurally characterized compound containing a discrete [E^14(II)O₃]^(-) (E^14(II) = Si, Ge, Sn or Pb) anion (p 360-362)
Victor N.hrustalev, Mikhail Yu. Antipin, Nikolay N. Zemlyansky, Irina V. Borisova, Yuri A. Ustynyuk, Valery V. Lunin,eith Izod
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.825


	An X-ray diffraction study reveals an unusual structure of the new germanium(II) ate complex [Ph₃PⁱPr][Ge(OAc)₃] containing a discrete [Ge(OAc)₃]^(-) anion containing monodentate acetate ligands with a trigonal pyramidal germanium centre.

Experimental and ab initio structural study of theetotin compounds, X₃SnCR₂CH₂COMe: crystal structures of X₃SnCMe₂CH₂COMe (X = Cl and I) (p 363-371)
Bruce F. Milne, Robson P. Pereira, Ana Maria Rocco, Janet M. S. Skakle, Anthony J. Travis, James L. Wardell, Solange M. S. V. Wardell
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.852


	Ab initio calculations have been carried out on the structures of X₃SnCR₂CH₂COMe (X = halide; R = H (3) or R = Me (2)) and compared with those determined by X-ray crystallography for 2 (X = Cl, I).

Synthesis of a calix[4]crown modified with germanium-containing side chains (p 372-376)
Takayuki Sakurai, Yoshito Takeuchi
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.880


	With the expectation of preparing a new type of heteroditopic host where a germanium-containing side chain acts as an anion host, a calix-crown, 1a, modified with germanium-containing side chains was prepared. For reference, the carbon analog 1b was also prepared. Both 1a and 1b showed much the same cation transport ability, indicating that the designed structure of 1a is not appropriate to establishing the role of germanium in cation transportation.

1,1-Ethylboration of alkyn-1-yl-chloro(methyl)silanes: alkenes with chloro(methyl)silyl and diethylboryl groups in cis positions (p 377-382)
Bernd Wrackmeyer,hadija Shahid, Saqib Ali
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.882


	Alkyn-1-yl-chloro(methyl)silanes (1, 2) react with triethylborane by 1,1-ethylboration to give mainly alkenes with (E)-configuration (3, 5), in which the boryl and silyl groups occupy cis positions. NMR data indicate intramolecular NSi coordination and the formation of weak SiClB bridges in 3b and 5b.

Crystallographic report: Crystal and molecular structure of Ph₃GeO₂CC₄H₃O (p 383)
Han-Dong Yin, Chuan-Hua Wang
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.707


	The germanium atom in the title compound is in a distorted tetrahedral geometry defined by an oxygen donor, derived from an effectively monodentate carboxylate ligand, and three ipso-carbon atoms from the phenyl substituents.

Crystallographic report: Hydroxytrimethylarsonium iodide, [Me₃AsOH]I (p 384-385)
Brian O. Patrick, Hongsui Sun, Michael W. Fricke, William R. Cullen
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.708


	Hydroxytrimethylarsonium iodide, [Me₃As-OH]I, was obtained from the reaction of Me₂AsI and MeI in strong basic aqueous solution. The arsenic atom, lying on a mirror plane, is surrounded by one OH and three Me groups, forming a tetrahedral centre.

Crystallographic report: Dimethyl-2-phenylethan-2-olamine cyanoborane (p 386-387)
Khuloud Takrouri, Eli Shalom, Israel Goldberg, Jehoshuaatzhendler, Morris Srebnik
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.723


	The structure of the new amine cyanoborane; dimethyl-2-phenylethan-2-olamine cyanoborane, reveals that the geometry around the boron atom is tetrahedral and the BCN moiety has bent geometry.

Crystallographic report: Dipyridium mercaptoacetotrichlorophenylstannate (p 388-389)
Gui-Yun Zhong, Hai-Bin Song, Li-Juan Sun, Qing-Lan Xie
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.729


	The tin atom in the anion of [C₅H₅NH]₂ [PhSn(SCH₂COO)Cl₃] is six-coordinated within an octahedral geometry defined by a CCl₃OS donor set; the cations and anion interact via hydrogen bonds.

Crystallographic report: [N,N-Methylethylaminopropylalane]₂ (p 390)
Elmar Hecht
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.829


	Dimeric and centrosymmetric [MeEtN(CH₂)₃AlH₂]₂ comprises aluminum centers, coordinated in a distorted trigonal bipyramidal fashion by three hydrogen atoms, one nitrogen atom and one carbon atom. The aluminum atoms are bridged by hydrogen atoms, creating a planar, four-membered Al₂H₂ ring.

Crystallographic report: Trimethylaminedibromopropoxycarbonylborane (p 391-392)
Eli Shalom,huloud Takrouri, Israel Goldberg, Jehoshuaatzhendler, Morris Srebnik
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.830


	The conformation around the boron atom is nearly tetrahedral, with BrBBr bond angles of 109.14(19)° and slightly wider NBC bond angles up to 113.6(3)°.

Crystallographic report: Chloro[1,3-bis[2-[2-[(4-methoxybenzyl) amino]ethylamino]]-2-propanol]zinc(II) chloride hydrate, [(C₂₃H₃₆N₄O₃)ZnCl]Cl·H₂O (p 393)
Xueting Liu, Yongshu Xie, Qingliang Liu
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.775


	The zinc(II) center in the molecule of [(C₂₃H₃₆N₄O₃)ZnCl]ClH₂O is coordinated by four nitrogen atoms of HL (1,3-bis[2-[2-[(4-methoxybenzyl) amino]ethylamino]]-2-propanol) and one chloro anion. The coordination moieties are connected by hydrogen bonds to form a one-dimensional structure.

Crystallographic report: Benzilate of diaquabis(ethylenediamine)copper(II) dihydrate and benzilate of aquabenzylatobis(ethylenediamine)copper(II) (p 394-395)
Rosa Carballo, Berta Covelo, Emilia García-Martínez, Ezequiel M. Vázquez-López
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.843


	Compounds [Cu(en)₂(OH₂)₂](HB)₂·2H₂O (1) and [Cu(HB)(en)₂(OH₂)](HB) (2) (HB = benzilate; en = ethylenediamine) present the Cu(II) atom coordinated by different N₄O₂ donor sets, with 4 + 2 and 4 + 1 + 1 coordination geometries, respectively. In compound 1 the Cu(II) atom is located on a centre of inversion.

Crystallographic report: Bis{µ-[O-cyclopentyl(4-methoxyphenyl) dithiophosphonato]1:S,2:S-[O-cyclopentyl(4-methoxyphenyl)dithiophosphonato]1²S,S} dizinc(II) (p 396-397)
Mehmetarakus, Hamza Yilmaz, Ece Bulak, Peter Lönnecke
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.850


	The centrosymmetric complex is a binuclear complex with an eight-membered central ring that consist of two (PS₂) moieties from ligand molecules plus two Zn(II) cations.

Crystallographic report: Crystal structure of a homoleptic lanthanide guanidinate complex: [Ph₂NC(NCy)₂]₃Yb·2PhCH₃ (p 398-399)
Liying Zhou, Yingming Yao, Yong Zhang, Hongting Sheng, Mingqiang Xue, Qi Shen
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.855


	The title complex, [Ph₂NC(NCy)₂]₃Yb·2 PhCH₃ is a monomer with a six-coordinate ytterbium center ligated by six nitrogen atoms of three chelating bidentate guanidinate ligands. The coordination geometry around the lanthanide ion is best described as a distorted trigonal prism.

Crystallographic report: Bis[(nitro)bis(dithiotetrahydropyrrolocarbamato) bismuth(III)] (p 400)
Han Dong Yin, Chuan Hua Wang
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.859


	The centrosymmetric structure of [Bi(NO₃) (S₂CNC₄H₈)₂]₂ features chelating dithiocarbamate and nitrate ligands, as well as intermolecular BiS interactions, so that a distorted pentagonal bipyramidal S₅O₂ coordination geometry results.

Crystallographic report: Di(t-butyl)tin(IV) ester of pyruvic acid isonicotinyl hydrazone (p 401)
Han Dong Yin, Min Hong
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.860


	The tin atom is in a distorted trigonal bipyramidal geometry with the t-butyl groups in equatorial positions within a C₂NO₂ donor set.

Crystallographic report: {[Zn(O₂CC₆H₄NO₂-m)(1,10-phenanthroline)₂] O₂CC₆H₄NO₂-m}·2H₂O·HO₂CC₆H₄NO₂-m (p 402-403)
Han-Dong Yin, Chuan-Hua Wang, Qiu-Ju Xing
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.881


	The structure of {[Zn(O₂CC₆H₄NO₂-m)(1,10-phenanthroline)₂]O₂CC₆-H₄NO₂-m}·2H₂O·HO₂CC₆H₄NO₂-m features chelating m-nitrobenzoate and 1,10-phenanthroline ligands so that a distorted octahedron N₄O₂ coordination geometry results.

Book Review

EDITED BY M. SCHLOSSER. Organometallics in synthesis - a manual (second edition). Wiley, 2002, 1243 pp. ISBN 0470-84159-1 (paperback) (p 404)
Athanasia Dervisi
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.777

EDITED BY FUMIO TODA and ROGER BISHOP. Separations and reactions in organic supramolecular chemistry: perspectives in supramolecular chemistry, volume 8. Wiley-VCH, 2004, 250 pp; ISBN 0-470-85448-0 (cloth binding) (p 405)
Victor Chechik
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.784

EDITED BY ERNEST MERIAN, MANFRED ANKE, MILAN IHNAT and MARKUS STOEPPLER. Elements and their compounds in the environment: occurrence, analysis and biological relevance (three-volume set, 2nd, completely revised and enlarged edition). Wiley-VCH, 2004, 1773 pp; ISBN 3-527-30459-2 (hardcover) (p 406)
J. S. Edmonds
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.788

EDITED BY ROBERT A. MOSS, MATTHEW S. PLATZ and MAITLAND JONES (JUNIOR). Reactive intermediate chemistry. Wiley-VCH, 2003, 1073 pp; ISBN 0-471-23324-2 (hardcover) (p 407)
C.J. Moody
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.802

JIM W. GOODWIN. Colloids and interfaces with surfactants and polymers - an introduction. Wiley-VCH, 2004, 296 pp; ISBN: 0-470-84142-7 (hardcover); ISBN: 0-470-84143-5 (paperback); (p 408)
Paul Bartlett
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.809

EDITED BY PETER J. CRAIG. Organometallic compounds in the environment (2nd edition). Wiley-VCH, 2003, 434 pp. ISBN 0-471-89993-3 (hardcover) (p 409)
John Rieuwerts
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.849

JIRO TSUJI. Palladium reagents and catalysts: new perspectives for the 21st century. Wiley-VCH, 2004. 670 pp. ISBN 0470850337 (paperback) (p 410)
Mike Hird
Published Online: Feb 14 2005 4:43AM
DOI: 10.1002/aoc.883

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