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Full-Text Articles in Physical Sciences and Mathematics

Room Temperature Syntheses Of Entirely Diverse Substituted Β-Fluorofurans, Li Yan, Kraig A. Wheeler, Roman Dembinski Mar 2012

Room Temperature Syntheses Of Entirely Diverse Substituted Β-Fluorofurans, Li Yan, Kraig A. Wheeler, Roman Dembinski

Kraig A. Wheeler

Synthesis of highly substituted 3-fluorofurans is reported. The sequence began with preparation of tertbutyldimethylsilyl alk-1-en-3-yn-1-yl ethers from 1,4-disubstituted alk-3-yn-1-ones. Subsequent fluorination of alkenynyl silyl ethers with Selectfluor gave 2-fluoroalk-3-yn-1-ones in almost quantitative yield. Subsequent 5-endo-dig cyclizations using chlorotriphenylphosphine gold(I)/silver trifluoromethanesulfonate (5/5 mol%), N-bromo- or N-iodosuccinimide and gold(I) chloride/zinc bromide (5/20 mol%), all at room temperature, provided a facile method for the generation of substituted 3-fluoro-, 3-bromo-4-fluoro-, and 3-fluoro-4-iodofurans in good yields. Also, 2,2-difluoroalk-3-yn-1-ones were prepared by fluorination of alk-3-yn-1-ones under organocatalytic conditions. The structures of (Z)-tertbutyldimethylsilyl but-1-en-3-yn-1-yl ether, 3-bromo-4-fluorofuran, and 3-fluoro-4-(phenylethynyl)furan were confirmed by X-ray crystallography.


6-[(4-Hydroxyphenyl)Diazenyl]- 1,10-Phenanthrolin-1-Ium Chloride Monohydrate, Akram Hazeen, Yan Zhang, Minchong Mao, Kraig A. Wheeler, Mark E. Mcguire Oct 2011

6-[(4-Hydroxyphenyl)Diazenyl]- 1,10-Phenanthrolin-1-Ium Chloride Monohydrate, Akram Hazeen, Yan Zhang, Minchong Mao, Kraig A. Wheeler, Mark E. Mcguire

Kraig A. Wheeler

In the cation of the title molecular salt, C18H13N4O+_Cl__H2O, the dihedral angle between the mean planes of the 1,10- phenanthroline system and the phenol ring is 14.40 (19)_. The crystal packing is stabilized by O—H_ _ _O hydrogen bonds, weak N—H_ _ _Cl and O—H_ _ _Cl intermolecular interactions and _—_ stacking interactions [centroid–centroid distance = 3.6944 (13) and 3.9702 (12) [A °]


Enantiocontrolled Solid-State Photodimerizations Via A Chiral Sulfonamidecinnamic Acid, Kraig A. Wheeler, Joshua D. Wiseman, Rebecca C. Grive Jan 2011

Enantiocontrolled Solid-State Photodimerizations Via A Chiral Sulfonamidecinnamic Acid, Kraig A. Wheeler, Joshua D. Wiseman, Rebecca C. Grive

Kraig A. Wheeler

The supramolecular patterns of three polymorphs of a chiral sulfonamidecinnamic acid reveal components effectively organized into predetermined hydrogen-bonded dimers with favorable <3.8A ° olefin spacing for enantioselective single-crystal-to-single-crystal [2 + 2] photodimerization reactions.


Photoreactive Crystalline Quasiracemates, Rebecca C. Grove, Steven H. Malehorn, Meghan E. Breen, Kraig A. Wheeler Aug 2010

Photoreactive Crystalline Quasiracemates, Rebecca C. Grove, Steven H. Malehorn, Meghan E. Breen, Kraig A. Wheeler

Kraig A. Wheeler

Rationally designed racemic and quasiracemic sulfonamidecinnamic acids assemble to give hydrogen-bonded dimers with coplanar alignment of neighboring olefins. The quasiracemate phase contains near inversion-related motifs with chemically distinct components forming supramolecular heterodimers that undergo asymmetric photodimerization.


10,12-Dimethylpteridino[6,7-F][1,10]- Phenanthroline-11,13(10h,12h)-Dione– Chloroform (1/1), Waynie Olaprath, Jennifer Rodin, Kraig A. Wheeler, Mark E. Mcguire Jan 2010

10,12-Dimethylpteridino[6,7-F][1,10]- Phenanthroline-11,13(10h,12h)-Dione– Chloroform (1/1), Waynie Olaprath, Jennifer Rodin, Kraig A. Wheeler, Mark E. Mcguire

Kraig A. Wheeler

In the title co-crystal, C18H12N6O2_CHCl3, intramolecular Cl3C—H_ _ _N hydrogen-bonding interactions occur between a single CHCl3 and both N atoms at the 1,10-positions on the phenanthroline portion of the molecule. The interplanar distance between inversion-related molecules is 3.241 (2) A ° .


(+-)-3-Carboxy-2-(Imidazol-3-Ium-1-Yl)- Propanoate, Sara A. Reeb, Marlesa C. Shields, Kraig A. Wheeler Jan 2009

(+-)-3-Carboxy-2-(Imidazol-3-Ium-1-Yl)- Propanoate, Sara A. Reeb, Marlesa C. Shields, Kraig A. Wheeler

Kraig A. Wheeler

The title compound, C7H8N2O4, crystallizes as a zwitterion, with molecules organized into molecular sheets via carboxyl– carboxylate and N+—H_ _ _carboxylate contacts. These sheets are constructed from translationally related molecules that further link to neighboring motifs via _-stacking [centroid– centroid distance 3.504 (3) A ° ] and weak C—H_ _ _O contacts.


2-Aminopyrimidine-3,3,3-Triphenyl- Propanoic Acid (1/1), Mateusz F. Serafin, Kraig A. Wheeler Jan 2007

2-Aminopyrimidine-3,3,3-Triphenyl- Propanoic Acid (1/1), Mateusz F. Serafin, Kraig A. Wheeler

Kraig A. Wheeler

The title bimolecular compound, C4H5N3·C21H18O2, constructed from 2-aminopyrimidine and 3,3,3-triphenylpropanoic acid, forms a tetramolecular hydrogen-bonded motif via O—H...N, N—H...O and N—H...N contacts. This aggregate organizes to give crystal-packing motifs with hydrophilic and hydrophobic regions.


Bis(1,2-Dihydroxy­Benzene) Hexa­Methyl­Ene­Tetra­Mine, Philias Daka, Kraig A. Wheeler Nov 2006

Bis(1,2-Dihydroxy­Benzene) Hexa­Methyl­Ene­Tetra­Mine, Philias Daka, Kraig A. Wheeler

Kraig A. Wheeler

The title binary complex, 2C6H6O2·C6H12N4, is constructed from hexa­methyl­ene­tetra­mine, positioned about a twofold symmetry operator, and 1,2-dihydroxy­benzene. Each of the four tertiary amine N atoms participates in O—H⋯N contacts that produce mol­ecular strands that propagate along the c axis.


(Acetonitrile-Κn){2-[Bis­(2-Pyridylethyl)­Amino]Ethanol-Κ4n,N′,N′′,O}Zinc(Ii) Bis­(Perchlorate) Monohydrate, Hong-Chang Liang, Marcel M. Hetu, Kraig A. Wheeler, Lev N. Zakharov, Arnold L. Rheingold Nov 2006

(Acetonitrile-Κn){2-[Bis­(2-Pyridylethyl)­Amino]Ethanol-Κ4n,N′,N′′,O}Zinc(Ii) Bis­(Perchlorate) Monohydrate, Hong-Chang Liang, Marcel M. Hetu, Kraig A. Wheeler, Lev N. Zakharov, Arnold L. Rheingold

Kraig A. Wheeler

In the title compound, [Zn(C2H3N)(C16H21N3O)](ClO4)2·H2O, the ZnII ion is coordinated by two pyridyl N atoms, one amine N atom, and an ethanol O atom from the N,N′,N′′,O-tetra­dentate 2-[bis­(2-pyridylethyl)amino]­ethanol donor ligand. The fifth coordination site is filled by an acetonitrile N atom, and there is one solvent water mol­ecule in the asymmetric unit. The 2+ charge of the cationic portion of the complex is balanced by two perchlorate counter-anions.


N-(2-Aminobenzyl)-N,N-Bis(Quinolin- 2-Ylmethyl)Amine, Abhijit Mitra, Pamela J. Seaton, Kraig A. Wheeler Sep 2006

N-(2-Aminobenzyl)-N,N-Bis(Quinolin- 2-Ylmethyl)Amine, Abhijit Mitra, Pamela J. Seaton, Kraig A. Wheeler

Kraig A. Wheeler

The title new diquinaldine derivative, C27H24N4, forms mol­ecular assemblies organized by inter­molecular quinoline π–π stacking [3.356 (3) and 3.440 (3) Å] and both inter- and intra­molecular N—H⋯N hydrogen bonds [3.039 (3)–3.104 (3) Å and 129 (2)–172 (2)°]. The combination of such inter­actions provides readily definable contacts that propagate along each crystallographic axis.


Strychninium (S)-2-(2-Bromo­Phen­Oxy)Propanoate 1.4-Hydrate, Kraig A. Wheeler, Aaron M. Lineberry Aug 2006

Strychninium (S)-2-(2-Bromo­Phen­Oxy)Propanoate 1.4-Hydrate, Kraig A. Wheeler, Aaron M. Lineberry

Kraig A. Wheeler

In the title mol­ecular salt, C21H23N2O2+·C9H8BrO3−·1.4H2O, the components are linked by inter­molecular C—O−⋯H—+N and OW—H⋯O inter­actions.


A Molecular Salt Of Tricyanomethanide Anion And A N,N9- Dianisylphenazinium Dication: Cooperative Affects Of Methoxy…Methoxy And Cmn…N+ Intermolecular Contacts, Scott E. Mckay, Kraig A. Wheeler, Silas C. Blackstock Jan 2006

A Molecular Salt Of Tricyanomethanide Anion And A N,N9- Dianisylphenazinium Dication: Cooperative Affects Of Methoxy…Methoxy And Cmn…N+ Intermolecular Contacts, Scott E. Mckay, Kraig A. Wheeler, Silas C. Blackstock

Kraig A. Wheeler

A molecular salt of tricyanomethanide anion and a N,N9- dianisylphenazinium dication forms extended supramolecular assemblies that consist of unusual methoxy…methoxy and CMN…N+ intermolecular contacts.


11,12-Bis(2,2-Dimethyl­Prop­Yl)-9,10-Dihydro-9,10-Ethenoanthracene, Joseph P. Herres, Mark A. Forman, Kraig A. Wheeler Dec 2005

11,12-Bis(2,2-Dimethyl­Prop­Yl)-9,10-Dihydro-9,10-Ethenoanthracene, Joseph P. Herres, Mark A. Forman, Kraig A. Wheeler

Kraig A. Wheeler

The title compound, C26H32, was retrieved as one of three products from the reaction of tert-butyl­lithium with 11,12-dimethyl­ene-9,10-dihydro­ethenoanthracene and 4,5-diiodo­penta­cyclo­[4.3.0.02,4.03,8.05,7]nonane. The structure shows the expected ethenoanthracene geometry with mol­ecules arranged via van der Waals surfaces.


11-(2,2-Dimethylpropyl)-12-{2-[12-(2,2-Dimethylpropyl)- 9,10-Dihydro-9,10-Ethenoanthracen-11-Yl]- Ethyl}-9,10-Dihydro-9,10-Ethenoanthracene, Joseph P. Herres, Mark A. Forman, Kraig A. Wheeler, Glenn P.A. Yap Apr 2005

11-(2,2-Dimethylpropyl)-12-{2-[12-(2,2-Dimethylpropyl)- 9,10-Dihydro-9,10-Ethenoanthracen-11-Yl]- Ethyl}-9,10-Dihydro-9,10-Ethenoanthracene, Joseph P. Herres, Mark A. Forman, Kraig A. Wheeler, Glenn P.A. Yap

Kraig A. Wheeler

Reaction of tert-butyllithium with 11,12-dimethylene-9,10- dihydro-9,10-ethanoanthracene and 4,5-diiodopentacyclo- [4.3.0.02,4.03,8.05,7]nonane gives three products, one of which crystallizes from petroleum ether as the title compound, C44H46, (I). Molecules of (I) are positioned on inversion centers (Z0 = 0.5) in the space group P21/n and lack any discernible intermolecular interactions.


2,2':6',2"-Terpyridine 1,1"-Dioxide Dihydrate, Kraig A. Wheeler, Scott E. Mckay, Robert W. Lashlee Iii Jan 2005

2,2':6',2"-Terpyridine 1,1"-Dioxide Dihydrate, Kraig A. Wheeler, Scott E. Mckay, Robert W. Lashlee Iii

Kraig A. Wheeler

No abstract provided.


2,2':6',2"-Terpyridine N,N',N"-Trioxide, Kraig A. Wheeler, Scott E. Mckay, Silas C. Blackstock Jan 2004

2,2':6',2"-Terpyridine N,N',N"-Trioxide, Kraig A. Wheeler, Scott E. Mckay, Silas C. Blackstock

Kraig A. Wheeler

No abstract provided.