New Type of Photoluminescent Iridium Complex: Novel Synthetic Route for Cationic trans-Bis(2-phenylpyridinato)iridium(III) Complex

Chin, Chong Shik,Eum, Min-Sik,Kim, Song yi,Kim, Choongil,Kang, Sung Kwon WILEY-VCH Verlag 2006 European journal of inorganic chemistry Vol.2006 No.24

<P>A new type of iridium(III) complex [trans-Ir(ppy)<SUB>2</SUB>(PPh<SUB>3</SUB>)<SUB>2</SUB>]<SUP>+</SUP> (1) has been prepared by a novel synthetic method and its structural and photoluminescent characteristics have been compared with those of the cis analogue, [cis-Ir(ppy)<SUB>2</SUB>(PPh<SUB>3</SUB>)(P(OPh)<SUB>3</SUB>)]<SUP>+</SUP> (2) which has also been newly prepared in this study. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)</P> <B>Graphic Abstract</B> <P> <img src='wiley_img/14341948-2006-2006-24-EJIC200600888-fig000.gif' alt='wiley_img/14341948-2006-2006-24-EJIC200600888-fig000'> </P>

Rhodium-Catalyzed Tandem Transformations with Organoboron Reagents: Sequential Multiple C–C Bond Formations

WILEY-VCH Verlag 2009 EUROPEAN JOURNAL OF ORGANIC CHEMISTRY Vol.2009 No.16

<P>Tandem transformations represent one of the most efficient methods for the synthesis of complex molecules from readily available starting materials, as evidenced by the intense research activity and the plethora of literature published in this area. This review highlights recent developments of rhodium(I)-catalyzed tandem transformations with organoboron compounds involving the formation of multiple carbon–carbon bonds. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)</P> <B>Graphic Abstract</B> <P>This review provides an overview of recent developments of rhodium(I)-catalyzed tandem transformations with organoborons involving the formation of multiple carbon–carbon bonds. These processes are powerful and straightforward methods for the synthesis of complex molecules including both acyclic and cyclic compounds. <img src='wiley_img/1434193X-2009-2009-16-EJOC200900001-fig000.gif' alt='wiley_img/1434193X-2009-2009-16-EJOC200900001-fig000'> </P>

Hybrid Assembly of Layered Double Hydroxide Nanocrystals with Inorganic, Polymeric and Biomaterials from Micro- to Nanometer Scales

Lee, Jong Hyeon,Nam, Hye Jin,Rhee, Seog Woo,Jung, Duk-Young WILEY-VCH Verlag 2008 European journal of inorganic chemistry Vol.2008 No.36

<P>Monolayer assemblies of zeolite microcrystals, polymer nanobeads and caged proteins were successfully applied to a highly ordered MgAl-LDH monolayer by using the electrostatic attractions between the negatively charged particles and positively charged MgAl-LDH without chemical modifications. Ultrasonication leads to the monolayer assembly of ZSM-5 microcrystals with a maximum preferred contact over the MgAl-LDH monolayer, where the ZSM-5 microcrystals are oriented in the (0k0) crystallographic direction. PMMA and ferritin were also adsorbed on the monolayer LDH nanocrystal surface through self-assembly in solution. Homogeneous PMMA colloids-LDH composite layers on Si were successfully prepared, thanks to the improved interfacial compatibility between the immobilized LDH and polymer surface charges. Thermal treatment at 150 °C resulted in the formation of continuous polymer coatings over the LDH/Si monolayer. The mixing of colloidal solutions of LDH and PMMA led to the formation of bulk-type polymer-LDH composites after the melting of the polymer phase, where the polymer was homogeneously coated over the LDH crystals without the phase segregation of the LDH nanocrystals. The charged hydroxide layers of the LDH nanocrystals provided the multi-functional interface characteristics required to assemble the functional particles, resulting in the binary hybrid structures of inorganic-inorganic, polymer-inorganic or bio-inorganic composites. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)</P> <B>Graphic Abstract</B> <P>Nanosized PMMA beads were uniformly assembled on LDH nanocrystals through electrostatic interaction to form homogeneous polymer-LDH nanocomposites with conformal polymer layers. <img src='wiley_img/14341948-2008-2008-36-EJIC200800668-fig000.gif' alt='wiley_img/14341948-2008-2008-36-EJIC200800668-fig000'> </P>

Ratiometric Fluorescence Sensing of Fluoride Ions by an Asymmetric Bidentate Receptor Containing a Boronic Acid and Imidazolium Group

Xu, Zhaochao,Kim, Sook Kyung,Han, Su Jung,Lee, Chongmok,Kociok-Kohn, Gabriele,James, Tony D.,Yoon, Juyoung WILEY-VCH Verlag 2009 EUROPEAN JOURNAL OF ORGANIC CHEMISTRY Vol.2009 No.18

<P>The synthesis of the first examples of anion receptors that utilize boron–fluoride interactions and (C–H)<SUP>+</SUP>···F<SUP>–</SUP>-type ionic hydrogen-bond interactions in the binding of F ions is reported herein. o-, m-, and p-Phenylboronic acids were linked to naphthoimidazolium through a methylene group. On the basis of fluorescence and <SUP>19</SUP>F NMR studies, we have confirmed that the addition of fluoride to a boron center occurs prior to the formation of (C–H)<SUP>+</SUP>···F<SUP>–</SUP>-type ionic hydrogen bond with the imidazolium moiety. More importantly, these investigations have demonstrated that only the receptor bearing the ortho-directed boron and imidazolium exhibits enhanced fluoride binding. The increased binding ability of the asymmetric bidentate receptor of ortho-boronic acid and imidazolium towards F<SUP>–</SUP> enables it to sense fluoride ions in a 95:5 CH<SUB>3</SUB>CN/HEPES aqueous solution. The fluorescence responses to different anions were also explored; the ortho-boron-imidazolium receptor displayed ratiometric fluorescence changes and a high selectivity towards fluoride ions over other anions (Cl<SUP>–</SUP>, Br<SUP>–</SUP>, CH<SUB>3</SUB>CO<SUB>2</SUB><SUP>–</SUP>, HSO<SUB>4</SUB><SUP>–</SUP>, and H<SUB>2</SUB>PO<SUB>4</SUB><SUP>–</SUP>).(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)</P> <B>Graphic Abstract</B> <P>An asymmetric bidentate receptor containing boronic acid and an imidazolium group can recognize F<SUP>–</SUP>, as evidenced by ratiometric fluorescence responses in aqueous solution. <img src='wiley_img/1434193X-2009-2009-18-EJOC200900120-fig000.gif' alt='wiley_img/1434193X-2009-2009-18-EJOC200900120-fig000'> </P>

Cu₂O Nanocube-Catalyzed Cross-Coupling of Aryl Halides with Phenols via Ullmann Coupling

Kim, Jee Young,Park, Ji Chan,Kim, Aram,Kim, A. Young,Lee, Hyun Ju,Song, Hyunjoon,Park, Kang Hyun WILEY-VCH Verlag 2009 European journal of inorganic chemistry Vol.2009 No.28

<P>Thermal and air-stable uniform Cu<SUB>2</SUB>O nanocubes were employed in the development of a gram-scale, one-pot polyol synthesis. Herein is reported an efficient cross-coupling reaction of aryl halides and phenols with a catalytic amount (0.1 mol-%) of Cu<SUB>2</SUB>O nanocubes as recyclable catalyst and Cs<SUB>2</SUB>CO<SUB>3</SUB> as the base in THF at 150 °C. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)</P> <B>Graphic Abstract</B> <P>An efficient cross-coupling reaction of aryl halides and phenol with 0.1 mol-% Cu<SUB>2</SUB>O nanocubes as recyclable catalyst and Cs<SUB>2</SUB>CO<SUB>3</SUB> as the base in THF at 150 °C is reported. The process is simple and allows the formation of a diverse range of diaryl ethers in excellent yields. <img src='wiley_img/14341948-2009-2009-28-EJIC200900730-fig000.gif' alt='wiley_img/14341948-2009-2009-28-EJIC200900730-fig000'> </P>

Large-Scale Synthesis of Water Dispersible Ceria Nanocrystals by a Simple Sol–Gel Process and Their Use as a Chemical Mechanical Planarization Slurry

Yu, Taekyung,Park, Yong Il,Kang, Min-Cheol,Joo, Jin,Park, Jin Kyung,Won, Ho Youn,Kim, Jae Jeong,Hyeon, Taeghwan WILEY-VCH Verlag 2008 European journal of inorganic chemistry Vol.2008 No.6

<P>Ceria nanocrystals with a cube shape were synthesized from the hydrolytic sol–gel reaction of cerium salt in the presence of oleylamine. The overall synthetic process is very simple and readily applicable to the large-scale synthesis of tens of grams of product in a single reaction in air. These ceria nanocrystals are readily dispersible in aqueous media without the addition of any extra dispersing agent. The aqueous dispersion of the ceria nanocrystals was successfully used as a chemical mechanical polishing slurry, and it exhibited high removal selectivity between silicon oxide and silicon nitride at pH 7.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)</P> <B>Graphic Abstract</B> <P> <img src='wiley_img/14341948-2008-2008-6-EJIC200700979-fig000.gif' alt='wiley_img/14341948-2008-2008-6-EJIC200700979-fig000'> </P>

Dinuclear Metallocenes with a Modulated Biphenylene Bridge for Olefin Polymerization

Kim, Seong Kyun,Kim, Hwa Kyu,Lee, Min Hyung,Yoon, Seung Woong,Han, Yonggyu,Park, Sungjin,Lee, Junseong,Do, Youngkyu WILEY-VCH Verlag 2007 European journal of inorganic chemistry Vol. No.

<P>Dinuclear group 4 metallocene catalysts linked by a biphenylene or 1,2-diphenylethylene bridge, namely [4,4′-(C<SUB>5</SUB>Me<SUB>4</SUB>)<SUB>2</SUB>(C<SUB>6</SUB>H<SUB>4</SUB>)<SUB>2</SUB>][CpZrCl<SUB>2</SUB>]<SUB>2</SUB> (2a), [p-(C<SUB>5</SUB>Me<SUB>4</SUB>)C<SUB>6</SUB>H<SUB>4</SUB>CH<SUB>2</SUB>]<SUB>2</SUB>[CpZrCl<SUB>2</SUB>]<SUB>2</SUB> (2b), [p-(3,4-Me<SUB>2</SUB>C<SUB>5</SUB>H<SUB>2</SUB>)C<SUB>6</SUB>H<SUB>4</SUB>CH<SUB>2</SUB>]<SUB>2</SUB>[CpZrCl<SUB>2</SUB>]<SUB>2</SUB> (2c), [(C<SUB>5</SUB>Me<SUB>4</SUB>)<SUB>2</SUB>(C<SUB>6</SUB>H<SUB>4</SUB>)<SUB>2</SUB>][TiCl<SUB>3</SUB>]<SUB>2</SUB> (3a), [p-(C<SUB>5</SUB>Me<SUB>4</SUB>)C<SUB>6</SUB>H<SUB>4</SUB>CH<SUB>2</SUB>]<SUB>2</SUB>[TiCl<SUB>3</SUB>]<SUB>2</SUB> (3b), and [p-(3,4-Me<SUB>2</SUB>C<SUB>5</SUB>H<SUB>2</SUB>)C<SUB>6</SUB>H<SUB>4</SUB>CH<SUB>2</SUB>]<SUB>2</SUB>[TiCl<SUB>3</SUB>]<SUB>2</SUB> (3c), have been prepared and the crystal structures of 2b and 3b determined by X-ray diffraction methods. The crystal structures reveal that these complexes consist of two equivalent metal units inverted with respect to the center of the bridge. All the complexes were tested for the polymerization of ethylene and styrene in the presence of methylaluminoxane (MAO), and direct comparisons of their catalytic properties with those of the corresponding mononuclear analogues [(PhC<SUB>5</SUB>Me<SUB>4</SUB>)CpZrCl<SUB>2</SUB>] (4a), [(p-TolC<SUB>5</SUB>Me<SUB>4</SUB>)CpZrCl<SUB>2</SUB>] (4b), [(1-p-Tol-3,4-Me<SUB>2</SUB>C<SUB>5</SUB>H<SUB>2</SUB>)CpZrCl<SUB>2</SUB>] (4c), [(PhC<SUB>5</SUB>Me<SUB>4</SUB>)TiCl<SUB>3</SUB>] (5a), [(p-TolC<SUB>5</SUB>Me<SUB>4</SUB>)TiCl<SUB>3</SUB>] (5b), and [(1-p-Tol-3,4-Me<SUB>2</SUB>C<SUB>5</SUB>H<SUB>2</SUB>)TiCl<SUB>3</SUB>] (5c) were performed. The dinuclear zirconocenes show a high activity in ethylene polymerization comparable with those of the corresponding mononuclear catalysts and give an increased molecular weight of polyethylene. The dinuclear half-sandwich titanocenes exhibit similar or slightly lower activity and molecular weight in styrene polymerization compared with their mononuclear analogues. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)</P> <B>Graphic Abstract</B> <P> <img src='wiley_img/14341948-2007-2007-4-EJIC200600833-fig000.gif' alt='wiley_img/14341948-2007-2007-4-EJIC200600833-fig000'> </P>

Submicrosticks versus Submicrohelices by Sonication – Assembly of PdCl₂ Nanoparticles on Those Morphologies

Noh, Tae Hwan,Kim, Shin A,Lee, Su Yeon,Jung, Ok-Sang WILEY-VCH Verlag 2009 European journal of inorganic chemistry Vol.2009 No.29

<P>An unprecedented modulation of submicrohelix versus submicrostick morphologies by sonication has been systematically carried out on new propeller-type tri-O-isonicotinoylphloroglucinol. The formation and control of uniform submicrohelix and submicrostick morphologies show subtle external sonication media effects. The first control of submicrohelices versus submicrosticks by sonication without any additive or template seems to be a function of conformational isomers. The facile loading of PdCl<SUB>2</SUB> nanoparticles from K<SUB>2</SUB>PdCl<SUB>4</SUB> on the morphologies is a conceptually advanced method of nanoparticle–submicromorphology interaction.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)</P> <B>Graphic Abstract</B> <P>For tri-O-isonicotinoylphloroglucinol, the formation and control of uniform helix and stick morphologies shows subtle external sonication media effects. The first control of submicrohelices versus submicrosticks by sonication without any additives seems to be a function of conformational isomers. The present approach to loading PdCl<SUB>2</SUB> nanoparticles from K<SUB>2</SUB>PdCl<SUB>4</SUB> on the morphologies is a conceptually advanced method of metal-surface–donor interaction. <img src='wiley_img/14341948-2009-2009-29-30-EJIC200900698-fig000.gif' alt='wiley_img/14341948-2009-2009-29-30-EJIC200900698-fig000'> </P>

TMSOTf-Promoted Addition of Alkynes to Aldehydes: A Novel Synthesis of Chroman-4-ones

Park, Ji Yeon,Ullapu, Punna Reddy,Choo, Hyunah,Lee, Jae Kyun,Min, Sun-Joon,Pae, Ae Nim,Kim, Youseung,Baek, Du-Jong,Cho, Yong Seo WILEY-VCH Verlag 2008 EUROPEAN JOURNAL OF ORGANIC CHEMISTRY Vol.2008 No.32

<P>A novel synthetic method to prepare chalcones 2 and chroman-4-ones 3 by TMSOTf-promoted addition of alkynes 1 to various aldehydes has been developed. The ratios of chalcones 2, chroman-4-ones 3 and hydrated products 4 varied depending upon the substituents R (nBu, phenyl, H and TMS) on the alkynes 1. We also describe the transformation of the chalcones 2 to the corresponding chroman-4-ones 3 under basic conditions. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)</P> <B>Graphic Abstract</B> <P>A novel synthetic method to prepare chalcones and chroman-4-ones by TMSOTf-promoted addition of alkynes to various aldehydes has been developed. The ratios of chalcones, chroman-4-ones and hydratedproducts vary depending upon the substituents on the alkynes. We also describe the transformation of the chalcones to the corresponding chroman-4-ones under basic conditions. <img src='wiley_img/1434193X-2008-2008-32-EJOC200800782-fig000.gif' alt='wiley_img/1434193X-2008-2008-32-EJOC200800782-fig000'> </P>

Synthesis of the Tetraketide Lactones from the Pikromycin Biosynthetic Pathway

Oh, Hong-Se,Yun, Ji-Suk,Nah, Ki-Hyun,Kang, Han-Young,Sherman, David H. WILEY-VCH Verlag 2007 European journal of organic chemistry Vol.2007 No.20

<P>Synthesis of tetraketide lactones 2 and 3, which are likely to be produced by a model pikromycin polyketide synthase (PKS), has been investigated. The tetraketide lactones with six-membered rings, 2a and 2b, were synthesized successfully by the asymmetric aldol reaction, allylation, and the Reformatsky reaction. The attempted synthesis of tetraketide lactones with eight-membered rings, 3a and 3b, led to the formation of the compounds 2a and 2b. The synthesis of another tetraketide lactone compounds 35 was attempted with the hope that introducing an additional methyl group would lead to a change in thermodynamic stability. However, it produced the corresponding tetraketide lactone 34 with a six-membered ring. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)</P> <B>Graphic Abstract</B> <P> <img src='wiley_img/1434193X-2007-2007-20-EJOC200700254-fig000.gif' alt='wiley_img/1434193X-2007-2007-20-EJOC200700254-fig000'> </P>