A porous anionic metal-organic framework, bio-MOF-1, constructed using adenine as a biomolecular building block is described. The porosity of this material evaluated, its stability in biological buffers studied, and potential for controlled drug release investigated. Specifically, procainamide HCl loaded into the pores bio-MOF-1 simple cation exchange process. Exogenous cations from are shown to affect adsorbed molecules.

The synthesis and structure of Co2(ad)2(CO2CH3)2·2DMF·0.5H2O (bio-MOF-11) is described. Pyrimidine amino groups adeninate (ad) decorate the pores framework. porosity this material was studied, its CO2 H2 adsorption properties were evaluated. bio-MOF-11 exhibits a high heat for (∼45 kJ/mol), capacity (∼6 mmol/g, 273 K), exceptional selectivity over N2 at K (81:1) 298 (75:1).

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTMolecular Torsion Balance for Weak Molecular Recognition Forces. Effects of "Tilted-T" Edge-to-Face Aromatic Interactions on Conformational Selection and Solid-State StructureS. Paliwal, S. Geib, C. WilcoxCite this: J. Am. Chem. Soc. 1994, 116, 10, 4497–4498Publication Date (Print):May 1, 1994Publication History Published online1 May 2002Published inissue 1...

Reduction of xanthates by N-heterocyclic carbene boranes (NHC-boranes) has been suggested to occur a radical chain mechanism involving heretofore unknown NHC-boryl radicals. In support this suggestion, both the expected borane dithiocarbonate product and an unexpected xanthate have now isolated. These are first NHC-boranes with boron−sulfur bonds, their structures secured spectroscopic crystallographic means. The rate constants for H-atom transfer from NHC complex were determined using ring...

We have created unique near-infrared (NIR)–emitting nanoscale metal-organic frameworks (nano-MOFs) incorporating a high density of Yb 3+ lanthanide cations and sensitizers derived from phenylene. establish here that these nano-MOFs can be incorporated into living cells for NIR imaging. Specifically, we introduce bulk nano-Yb-phenylenevinylenedicarboxylate-3 (nano-Yb-PVDC-3), MOF based on PVDC sensitizer-ligand NIR-emitting cations. This material has been structurally characterized, its...

A family of novel oligomers based on the anthranilamide nucleus has been prepared and shown to form well-defined secondary structural features. 1H NMR X-ray crystallographic techniques have demonstrated that intramolecular hydrogen bonds play a key role in stabilizing both linear sheet helical conformational forms.

Anthranilamide derivatives are used as the basis for a series of novel oligomers that fold into helical secondary structures in solid state. When combined with pyridine-2,6-dicarboxylic acid and 4,6-dimethoxy-1,3-diaminobenzene subunits, oligoanthranilamides can be induced to take up coiled conformation corresponding two turns helix. X-ray crystallography shows intramolecular hydrogen bonding π−π stacking interactions important stabilizing extended structures. Furthermore, both experimental...

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTAtroposelective Thermal Reactions of Axially Twisted Amides and ImidesDennis P. Curran, Hongyan Qi, Steven J. Geib, Nicholas C. DeMelloCite this: Am. Chem. Soc. 1994, 116, 7, 3131–3132Publication Date (Print):April 1, 1994Publication History Published online1 May 2002Published inissue 1 April 1994https://pubs.acs.org/doi/10.1021/ja00086a056https://doi.org/10.1021/ja00086a056research-articleACS PublicationsRequest reuse permissionsArticle...

One ligand, five NIR-emitting complexes: Tropolonate (trp) ligands sensitize the near-infrared emission of several lanthanide (LnIII) ions upon formation [Ln(trp)4]− complexes (Ln=Nd, Ho, Er, Tm, and Yb; see spectra). The solid-state structures solution-state photophysical properties have been characterized.

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTMolecular recognition in the solid state: controlled assembly of hydrogen-bonded molecular sheetsFernando Garcia-Tellado, Steven J. Geib, Shyamaprosad Goswami, and Andrew D. HamiltonCite this: Am. Chem. Soc. 1991, 113, 24, 9265–9269Publication Date (Print):November 1, 1991Publication History Published online1 May 2002Published inissue 1 November 1991https://pubs.acs.org/doi/10.1021/ja00024a036https://doi.org/10.1021/ja00024a036research-articleACS...

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTPalladium-catalyzed annulation of aryl iodides with diphenylacetyleneGuangzhong. Wu, Arnold L. Rheingold, Steven J. Geib, and Richard F. HeckCite this: Organometallics 1987, 6, 9, 1941–1946Publication Date (Print):September 1, 1987Publication History Published online1 May 2002Published inissue 1 September 1987https://pubs.acs.org/doi/10.1021/om00152a019https://doi.org/10.1021/om00152a019research-articleACS PublicationsRequest reuse...

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTMolecular recognition: a remarkably simple receptor for the selective complexation of dicarboxylic acidsFernando Garcia-Tellado, Shyamaprosad Goswami, Suk Kyu Chang, Steven J. Geib, and Andrew D. HamiltonCite this: Am. Chem. Soc. 1990, 112, 20, 7393–7394Publication Date (Print):September 1, 1990Publication History Published online1 May 2002Published inissue 1 September...

The same structural motif but different shapes in space characterize the polymeric 1:1 complexes constructed from isophthalate derivative 1 and two dicarboxylic acids 2. Although both aggregates are stabilized by pairs of hydrogen bonds between neighboring molecules, complex formed with longer acid has a helical structure, shorter, planar ribbon structure.

The preparation and self-assembly of zinc adeninate macrocycles [Zn(6)(adeninate)(6)(pyridine)(6)(dimethylcarbamate)(6)] is described. self-assemble through adenine-adenine hydrogen bonding interactions into a 3-D porous crystalline material that maintains its structural integrity after removal guest molecules coordinated pyridine molecules. By adjusting the activation temperature prior to gas adsorption measurements, size pore aperture can be modulated afford unique sorption properties...

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTMixed-valence dialkylbiferrocenium salts: an explanation for the observed temperature dependence of electron-transfer ratesTeng Yuan Dong, David N. Hendrickson, Kumiko Iwai, Michelle J. Cohn, Steven Geib, Arnold L. Rheingold, Hirotoshi Sano, Izumi Motoyama, and Satoru NakashimaCite this: Am. Chem. Soc. 1985, 107, 26, 7996–8008Publication Date (Print):December 1, 1985Publication History Published online1 May 2002Published inissue 1 December...

The design of metal–organic frameworks (MOFs) incorporating near-infrared emitting ytterbium cations and organic sensitizers allows for the preparation new materials with tunable enhanced photophysical properties.

Boryl halide, carboxylate and sulfonate complexes of 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene (dipp-Imd-BH2X, X = halide or sulfonate) have been prepared from the parent borane dipp-Imd-BH3 by (1) substitution reactions with R−X (X sulfonate), (2) electrophiles (like I2 NIS), (3) acid/base HX (provided that has a pKa about 2 less). Dipp-Imd-BH2I is most conveniently reaction diiodine while dipp-Imd-BH2OTf best triflic acid. These other less reactive behave as can be substituted wide...

The observation that NHC-boryl radicals abstract cyano groups from various organic nitriles has been parlayed into two complementary transformations. In the main group chemistry aspect, reactions of NHC-boranes with simple dinitriles selectively provide stable mono- or dinitriles, depending on nitrile source. synthesis reaction malononitriles and related derivatives readily available 1,3-dimethylimidazol-2-ylidene borane provides reductively decyanated products in good yields.

Bicyclo[1.1.0]butane-containing compounds feature a unique chemical reactivity, trigger "strain-release" reaction cascades, and provide novel scaffolds with considerable utility in the drug discovery field. We report synthesis of new bicyclo[1.1.0]butane-linked heterocycles by nucleophilic addition bicyclo[1.1.0]butyl anions to 8-isocyanatoquinoline, or, alternatively, iminium cations derived from quinolines pyridines. The resulting bicyclo[1.1.0]butanes are converted high regioselectivity...

In a simple reaction sequence 2-nitrobenzoyl chloride, methyl anthranilate, and 2,6-bis-(chloroformyl)pyridine are employed to give oligoanthranilamide 1. This compound has helical structure in solution the solid state, pitch of helix can be altered by synthesis corresponding pyridine N-oxide derivative. These types mimics peptide framework interest for de novo design proteins drugs.

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTPreparation, characterization, and x-ray crystal structure of an acetonitrile-complexed ruthenium silyleneDaniel A. Straus, T. Don Tilley, Arnold L. Rheingold, Steven J. GeibCite this: Am. Chem. Soc. 1987, 109, 19, 5872–5873Publication Date (Print):September 1, 1987Publication History Published online1 May 2002Published inissue 1 September 1987https://pubs.acs.org/doi/10.1021/ja00253a062https://doi.org/10.1021/ja00253a062research-articleACS...

Treatment of alkynyl allenes with [Rh(CO)2Cl]2 results in a formal [2 + 2 1] cycloaddition reaction. This reaction occurs complete regioselectivity for variety substrates affording only 4-alkylidene cyclopentenones good yields. Moreover, seven-membered rings have been prepared high

ADVERTISEMENT RETURN TO ISSUEPREVCommunicationNEXTMethyl- and (Trifluoromethyl)alkene Peptide Isosteres: Synthesis Evaluation of Their Potential as β-Turn Promoters MimeticsPeter Wipf, Todd C. Henninger, Steven J. GeibView Author Information Department Chemistry, University Pittsburgh, Pennsylvania 15260 Cite this: Org. Chem. 1998, 63, 18, 6088–6089Publication Date (Web):August 14, 1998Publication History Received3 June 1998Published online14 August inissue 1 September...

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTIsoquinolinium salt syntheses from cyclopalladated benzaldimines and alkynesGuangzhong Wu, Steven J. Geib, Arnold L. Rheingold, Richard F. HeckCite this: Org. Chem. 1988, 53, 14, 3238–3241Publication Date (Print):July 1, 1988Publication History Published online1 May 2002Published inissue 1 July 1988https://pubs.acs.org/doi/10.1021/jo00249a018https://doi.org/10.1021/jo00249a018research-articleACS PublicationsRequest reuse permissionsArticle...

Two novel SF5 analogs of the antimalarial agent mefloquine were synthesized in 5 steps and 10–23% overall yields found to have improved activity selectivity against malaria parasites. This work also represents first report SF5-substituted quinolines.