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With Tag: Organometalloidal Compounds

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Gallanes, Gallenes, Cyclogallenes, and Gallynes:  Organometallic Chemistry about the Gallium−Gallium Bond

Gregory H. Robinson
Acc. Chem. Res. | 1999 | 10.1021/ar980135y

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Allylsilanes and Vinylsilanes from Silylcupration of Carbon−Carbon Multiple Bonds:  Scope and Synthetic Applications

Francisco J. Pulido, Asunción Barbero
Acc. Chem. Res. | 2004 | 10.1021/ar0400490

Silylcupration of multiple bonds (allenes, acetylenes, dienes, and styrenes) has become one of the most efficient procedures for the synthesis of vinyl- and allylsilanes. These substrates are useful building blocks in organic synthesis since they undergo a...

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Structural Conversion and Spin Separation in Bis(ferrocenylethynyl)anthraquinones Triggered by Proton-Coupled Intramolecular Electron Transfer

Masaki Murata, Mami Yamada, Takako Fujita, Kohei Kojima, Masato Kurihara, Kenya Kubo, Yoshio Kobayashi, Hiroshi Nishihara
Journal of American Chemical Society | 2001 | 10.1021/ja0113504

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Remarkably Facile and Reversible Ru−C(sp3) Bond Cleavage to Give a Reactive 16-Electron Cp*Ru(κ2-P,Carbene) Zwitterion

Matthew A. Rankin, Gabriele Schatte, Robert McDonald, Mark Stradiotto
Journal of American Chemical Society | 2007 | 10.1021/ja071684e

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Fluorine for Hydrogen Exchange in the Hydrofluorobenzene Derivatives C6HxF(6-x), where x = 2, 3, 4 and 5 by Monomeric [1,2,4-(Me3C)3C5H2]2CeH: The

Evan L. Werkema, Richard A. Andersen
Journal of American Chemical Society | 2008 | 10.1021/ja800639f

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Double Helix-to-Double Helix Transformation, Using Platinum(II) Acetylide Complexes as Surrogate Linkers

Yoshie Tanaka, Yoshio Furusho, Eiji Yashima
Org. Lett. | 2006 | 10.1021/ol0608294

We describe novel optically active double helices consisting of complementary strands stabilized by amidinium−carboxylate salt bridges. The m-terphenyl groups of each strand are joined by trans-Pt(II) acetylide complexes with pendant PPh 3 ligands as the...

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Ni(II)/Zn Catalyzed Reductive Coupling of Aryl Halides with Diphenylphosphine Oxide in Water

Xiaomei Hu, Xinghua Zhang, Huizhi Liu, Jun Zhu, Guo Tang, Yufen Zhao
Org. Lett. | 2011 | 10.1021/ol201141m

P-Arylation in water has been developed via cross-coupling of aryl halides with diphenylphosphine oxide (Ph 2 P(O)H) and (R P )-(−)-menthyl benzylphosphinate catalyzed by NiCl 2 ·6H 2 O/Zn under relatively mild conditions.

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Ruthenium-Catalyzed Hydrosilylation of 1-Alkynes with Novel Regioselectivity

Yukio Kawanami, Yoshiya Sonoda, Keiji Yamamoto, Takashi Mori
Org. Lett. | 2002 | 10.1021/ol026089q

A ruthenium catalyst precursor bearing a bulky and electron-donating pentamethylcyclopentadienyl (Cp*) ligand, typically Cp*RuH 3 (PPh 3 ), mediates hydrosilylation of several 1-alkynes with novel regioselectivity to give preferentially 2-silyl-1-alkenes.

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Correction to Pairing Heterocyclic Cations with closo-Icosahedral Borane and Carborane Anions. I. Benchtop Aqueous Synthesis of Binary Triazolium and Imidazolium Salts with Limited Water Solubility

Steven H. Strauss, Amanda K. Wheaton, Jerry A. Boatz, Scott A. Shackelford, Leslie M. Hudgens, Stefan Schneider, John L. Belletire, Herman L. Ammon, Brett A. Wight
Org. Lett. | 2011 | 10.1021/ol2009945

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A Modular Rearrangement Approach toward Medicinally Relevant Phosphinic Structures

Dimitris Georgiadis, Vincent Dive, Vassilis Rogakos, Athanasios Yiotakis
Org. Lett. | 2009 | 10.1021/ol902004p

An unprecedented coupling of a P−C and a C−C bond-forming event in a practical operation was developed to access medicinally relevant phosphinic structures. The strategy relies on an Ireland−Claisen rearrangement triggered by the phospha-Michael addition of...

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One-Pot Synthesis of Arylboronic Acids and Aryl Trifluoroborates by Ir-Catalyzed Borylation of Arenes

John F. Hartwig, Jaclyn M. Murphy, C. Christoph Tzschucke
Org. Lett. | 2007 | 10.1021/ol062903o

The synthesis of arylboronic acids and aryl trifluoroborates in a one-pot sequence by Ir-catalyzed borylation of arenes is reported. To prepare the arylboronic acids, the Ir-catalyzed borylation is followed by oxidative cleavage of the boronic ester with NaIO ...

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Dehydrogenative Diels–Alder Reaction

Seijiro Matsubara, Takuya Kurahashi, Takuya Ozawa
Org. Lett. | 2011 | 10.1021/ol202283d

The dehydrogenative cycloaddition of dieneynes, which possess a diene in the form of a styrene moiety and a dienophile in the form of an alkyne moiety, produces naphthalene derivatives when heated. It was found that a key requirement of this process is the...

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Remarkable Catalytic Property of Nanoporous Gold on Activation of Diborons for Direct Diboration of Alkynes

Yoshifumi Ishikawa, Qiang Chen, Naoki Asao, Yoshinori Yamamoto, Jian Zhao, Tienan Jin
Org. Lett. | 2013 | 10.1021/ol4028013

A novel catalytic property of nanoporous gold for activation of bis(pinacolato)diboron has been reported that allows the direct diboration of alkynes to proceed sufficiently in a heterogeneous process. The experimental results revealed that the nanoporous...

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New and Efficient Procedure for the Preparation of Unsymmetrical Silaketals

Max Malacria, Gaëlle Chouraqui, Corinne Aubert, Marc Petit
Org. Lett. | 2003 | 10.1021/ol034207j

A new and efficient procedure for the preparation of unsymmetrical silaketals via a three-step protocol without isolation of the intermediates is presented. The unsymmetrical silyl ethers and silanes can also be readily obtained via this sequence of reactions.

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Enantio- and Diastereoselective Synthesis of Cyclic β-Hydroxy Allylsilanes via Sequential Aldehyde γ-Silylallylboration and Ring-Closing Metathesis Reactions

Jung-Nyoung Heo, Glenn C. Micalizio, William R. Roush
Org. Lett. | 2003 | 10.1021/ol034347t

Highly enantioenriched cyclic allylsilanes are prepared via stereoselective γ-silylallylboration reactions of β- or γ-unsaturated aldehydes followed by ring-closing metathesis.

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Heavy Ferrocene:  A Sandwich Complex Containing Si and Ge Atoms

Vladimir Ya. Lee, Andreas Krapp, Risa Kato, Gernot Frenking, Akira Sekiguchi
J. Am. Chem. Soc. | 2007 | 10.1021/ja0740162

The heavy analogue of ferrocene (η 5 -Me 5 C 5 )Fe[η 5 -(CPh)(CH)Si 2 Ge(SiMe t Bu 2 ) 3 ] 2, incorporating three heavy group 14 elements in one of the cyclopentadienyl rings, was synthesized by the reaction of the heavy lithium cyclopentadienide [η 5 ...

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An Organometallic Sandwich Lanthanide Single-Ion Magnet with an Unusual Multiple Relaxation Mechanism

Ilia Korobkov, Matthew Jeletic, Serge I. Gorelsky, Po-Heng Lin, Muralee Murugesu, Jennifer J. Le Roy
J. Am. Chem. Soc. | 2011 | 10.1021/ja207891y

A dysprosium(III) sandwich complex, [Dy III (COT″) 2 Li(THF)(DME)], was synthesized using 1,4-bis(trimethylsilyl)cyclooctatetraenyl dianion (COT″). The complex behaves as a single-ion magnet and demonstrates unusual multiple relaxation modes. The observed...

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Carbene-Stabilized Phosphorus(III)-Centered Cations [LPX2]+ and [L2PX]2+ (L = NHC; X = Cl, CN, N3)

Florian D. Henne, Kai-Oliver Feldmann, Jan J. Weigand
J. Am. Chem. Soc. | 2010 | 10.1021/ja106172d

A versatile, high-yielding synthesis of NHC-stabilized [PCl 2 ] + and [PCl] 2+ phosphorus synthons has been achieved by using an “onio-substituent transfer” reagent. Subsequent functionalization yields access to cationic cyano- and azido-substituted...

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Regiospecific Functionalization of Methyl C−H Bonds of Alkyl Groups in Reagents with Heteroatom Functionality

John F. Hartwig, Makoto Takahashi, Joshua D. Lawrence, Chulsung Bae
J. Am. Chem. Soc. | 2004 | 10.1021/ja044933x

We report the regiospecific, rhodium-catalyzed borylation of saturated terminal C−H bonds in molecules with existing functionality. Moderate to good yields were obtained with the organic substrate in excess and as limiting reagent. The borylations of...

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Iridium-Catalyzed Borylation of Secondary Benzylic C–H Bonds Directed by a Hydrosilane

Seung Hwan Cho, John F. Hartwig
J. Am. Chem. Soc. | 2013 | 10.1021/ja403462b

Most functionalizations of C–H bonds by main-group reagents occur at aryl or methyl groups. We describe a highly regioselective borylation of secondary benzylic C–H bonds catalyzed by an iridium precursor and 3,4,7,8-tetramethyl-1,10-phenanthroline as the...

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