Reaction of 2-Pyridylmethylthiourea Derivatives with [(en)2Co(OSO2CF3)2]+ Induces Hypodentate Coordination of an Ethylenediamine Ligand

2014 ◽  
Vol 67 (6) ◽  
pp. 933 ◽  
Author(s):  
Lee Roecker ◽  
Alison Anderson ◽  
Aladdin Al-Haddad ◽  
Cawas Engineer ◽  
Joan Fetty ◽  
...  
Keyword(s):  
Coordination Mode ◽  
13C Nmr Spectroscopy ◽  
State Structure ◽  
Pyridyl Nitrogen ◽  
1H And 13C Nmr ◽  
X Ray ◽  
Endo Isomer ◽  
Additional Coordination ◽  
Ethylenediamine Ligand ◽  
Coordination Isomers

Pyridylmethylthiourea derivatives coordinate with [(en)2Co(OSO2CF3)2]+ in a tridentate manner resulting in the formation of a hypodentate ethylenediamine ligand. Four ligands were studied: N-(R)phenyl-N′-2-pyridylmethylthiourea (R = H (1a), CH3 (1b), OCH3 (1c)) and N-benzyl-N′-2-pyridylmethylthiourea (2). These bind through the sulfur, a deprotonated exo nitrogen, and the pyridyl nitrogen atoms forming four and five-membered rings, respectively. The ligand also coordinates in a bidentate manner through the sulfur and deprotonated endo or exo nitrogen atoms, forming two additional coordination isomers. The solid state structure (X-ray) of one of the bidentate isomers of Co-1b2+ (endo isomer) shows that the coordinated thiourea sulfur induces a structural trans effect of 0.035 Å on the trans Co–N bond while that of the tridentate isomer of Co-1a3+ confirms the coordination mode of the ligand and the presence of a protonated hypodentate ethylenediamine ligand as suggested by 1H and 13C NMR spectroscopy.

Synthesis and Characterisation of [(en)2Co]3+ Complexes Coordinated by Substituted Thiourea Ligands

2013 ◽  
Vol 66 (8) ◽  
pp. 944 ◽  
Author(s):  
Lee Roecker ◽  
Mohammed Aiyegbo ◽  
Aladdin Al-Haddad ◽  
Emily Fletcher ◽  
Ravi Kc ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
1H Nmr ◽  
1H Nmr Spectroscopy ◽  
Coordination Mode ◽  
Membered Ring ◽  
State Structure ◽  
X Ray ◽  
Coordination Isomers ◽  
Bond Trans ◽  
Perchlorate Salt

Substituted thiourea ligands bind in a bidentate manner forming a four-membered ring through the sulfur atom and a deprotonated thiourea nitrogen atom when reacted with [(en)2Co(OSO2CF3)2]+ in tetramethylene sulfone. Reaction of unsymmetrical ligands results in the formation of coordination isomers, some of which can be separated by column chromatography using Sephadex SPC-25. Coordination isomers are easily distinguishable based on visible and 1H NMR spectroscopy . Twelve para-substituted and one meta-substituted ligands were studied: N,N′-dibenzylthiourea (1a); N-(R)phenyl-N′-benzylthiourea {R = H (2a), NO2 (2b), CH3 (2c)}; N-(R)phenyl-N′-(R′)phenylthiourea {R, R′: H, H (3a), H, CH3 (3b), OCH3, NO2 (3c), CH3, NO2 (3d)}; N-methyl-N′-(R)phenylthiourea {R = H (4a), CH3 (4b), OCH3 (4c), NO2 (4d), 3-CH3 (4e)}. The solid state structure (X-ray) of one isomer of Co-4a as its perchlorate salt confirms the coordination mode suggested by 1H NMR spectroscopy and shows that the Co–N bond trans to the coordinated thiourea sulfur induces a structural trans effect of 0.019 Å.

ChemInform Abstract: Iminophosphorane-Substituted Proton Sponges. Part 4. Comparison of X- Ray Molecular Structures with Solution Properties (pKa, 1H and 13C NMR Spectroscopy).

ChemInform ◽  
2010 ◽  
Vol 24 (30) ◽  
pp. no-no
Author(s):  
J. LAYNEZ ◽  
M. MENENDEZ ◽  
J. L. SAIZ VELASCO ◽  
A. L. LLAMAS-SAIZ ◽  
C. FOCES-FOCES ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
13C Nmr ◽  
13C Nmr Spectroscopy ◽  
Molecular Structures ◽  
Solution Properties ◽  
1H And 13C Nmr ◽  
X Ray ◽  
Proton Sponges

scholarly journals The Solvent Effect on Composition and Dimensionality of Mercury(II) Complexes with Picolinic Acid

Molecules ◽  
2021 ◽  
Vol 26 (16) ◽  
pp. 5002
Author(s):  
Željka Soldin ◽  
Boris-Marko Kukovec ◽  
Dubravka Matković-Čalogović ◽  
Zora Popović
Keyword(s):  
Coordination Compounds ◽  
Picolinic Acid ◽  
Chloride Ion ◽  
13C Nmr Spectroscopy ◽  
Thermal Methods ◽  
1H And 13C Nmr ◽  
Coordination Environment ◽  
One Dimensional ◽  
X Ray ◽  
Different Types

Three new mercury(II) coordination compounds, {[HgCl(pic)]}n (1), [HgCl(pic)(picH)] (2), and [HgBr(pic)(picH)] (3) (picH = pyridine-2-carboxylic acid, picolinic acid) were prepared by reactions of the corresponding mercury(II) halides and picolinic acid in an aqueous (1) or alcohol–methanol or ethanol (2 and 3) solutions. Two different types of coordination compounds were obtained depending on the solvent used. The crystal structures were determined by the single-crystal X-ray structural analysis. Compound 1 is a one-dimensional (1-D) coordination polymer with mercury(II) ions bridged by chelating and bridging N,O,O′-picolinate ions. Each mercury(II) ion is four-coordinated with a bidentate picolinate ion, a carboxylate O atom from the symmetry-related picolinate ion and with a chloride ion; the resulting coordination environment can be described as a highly distorted tetrahedron. Compounds 2 and 3 are isostructural mononuclear coordination compounds, each mercury(II) ion being coordinated with the respective halide ion, N,O-bidentate picolinate ion, and N,O-bidentate picolinic acid in a highly distorted square-pyramidal coordination environment. Compounds 1–3 were characterized by IR spectroscopy, PXRD, and thermal methods (TGA/DSC) in the solid state and by 1H and 13C NMR spectroscopy in the DMSO solution.

A Domino Reaction for the Synthesis of Novel 1,3-Dihydrofuro[3,4-c]pyridines from Pyridoxal and Ketones

Synthesis ◽  
2020 ◽  
Vol 53 (02) ◽  
pp. 365-370
Author(s):  
Lucas Pizzuti ◽  
Izamara Casadia ◽  
Thalita O. Daher ◽  
Sidnei Moura ◽  
Davi F. Back ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Nmr Spectroscopy ◽  
13C Nmr ◽  
Room Temperature ◽  
13C Nmr Spectroscopy ◽  
Domino Reaction ◽  
Alkyl Aryl ◽  
1H And 13C Nmr ◽  
X Ray ◽  
Pyridine Series

A convenient domino route for the synthesis of novel 1,3-dihydrofuro[3,4-c]pyridines from pyridoxal and alkyl, aryl or heteroaryl ketones under basic conditions is reported. A series of nine derivatives is obtained in 53–90% yields after stirring reactants for 48 hours at room temperature. Most products are easily isolated by filtration followed by recrystallization from ethanol. All products were fully characterized by FTIR, HRMS, and 1H and 13C NMR spectroscopy. The X-ray crystal structure of a representative example of the 1,3-dihydrofuro[3,4-c]pyridine series is also presented.

ChemInform Abstract: Stereospecific Synthesis, 1H and 13C NMR Spectroscopy, and X-Ray Crystallographic Studies of 6,6-Dibromo-3α-cyano-2,2- dimethylpenam-(1R)-S-oxide.

ChemInform ◽  
2010 ◽  
Vol 22 (32) ◽  
pp. no-no
Author(s):  
C. J. SALOMON ◽  
O. A. MASCARETTI ◽  
C. E. STROUSE ◽  
G. PUNTE
Keyword(s):  
Nmr Spectroscopy ◽  
13C Nmr ◽  
13C Nmr Spectroscopy ◽  
Stereospecific Synthesis ◽  
1H And 13C Nmr ◽  
X Ray

Synthesis, Characterization, and Catalytic Activity of a Series of Aluminium–Amidate Complexes

2015 ◽  
Vol 68 (3) ◽  
pp. 357 ◽  
Author(s):  
Kevin P. Yeagle ◽  
Darryl Hester ◽  
Nicholas A. Piro ◽  
William G. Dougherty ◽  
W. Scott Kassel ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
Nmr Spectroscopy ◽  
Diffraction Analysis ◽  
13C Nmr ◽  
13C Nmr Spectroscopy ◽  
X Ray Diffraction ◽  
Metathesis Reaction ◽  
Chloride Complexes ◽  
1H And 13C Nmr ◽  
X Ray

The aluminium complexes {[κ2-N,O-(t-BuNCOPh)]AlMe2}2 (2), [κ2-N,O-(t-BuNCOPh)]2AlMe (3), and [κ2-N,O-(t-BuNCOPh)]3Al (4) were prepared through the protonolysis reaction between trimethylaluminium and one, two, or three equivalents, respectively, of N-tert-butylbenzamide. Complex 2 was also prepared via a salt metathesis reaction between K(t-BuNCOPh) and dimethylaluminium chloride. Complexes 2–4 were characterized using 1H and 13C NMR spectroscopy. Single-crystal X-ray diffraction analysis of the complexes corroborated ligand : metal stoichiometries and revealed that all the amidate ligands coordinate to the aluminium ion in a κ2 fashion. The Al–amidate complexes 2–4 were viable catalyst precursors for the Meerwein–Ponndorf–Verley–Oppenauer reduction–oxidation manifold, successfully interconverting several classes of carbonyl and alcohol substrates.

scholarly journals Synthesis and Characterization of Platinum (IV) complexes with S-alkyl Derivatives of Thiosalicylic Acid and the Crystal Structure of the S-butyl Derivative of Thiosalicylic Acid

2017 ◽  
Vol 18 (3) ◽  
pp. 195-201 ◽  
Author(s):  
Marina Z. Mijajlovic ◽  
Milos V. Nikolic ◽  
Dusan Lj. Tomovic ◽  
Andriana M. Bukonjic ◽  
Aleksandar Kocovic ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Water System ◽  
13C Nmr Spectroscopy ◽  
Monoclinic Crystal ◽  
1H And 13C Nmr ◽  
X Ray ◽  
Thiosalicylic Acid ◽  
Alkyl Derivatives ◽  
Derivatives Of

Abstract New platinum(IV)-complexes with S-alkyl derivatives of thiosalicylic acid (alkyl = benzyl-(L1), methyl-(L2), ethyl-(L3), propyl-(L4), butyl-(L5)) have been synthesized and characterized by microanalysis, infrared spectroscopy, and 1H and 13C NMR spectroscopy. Th e bidentate S,O ligand precursor, the S-butyl derivative of thiosalicylic acid (S-bu-thiosal), was prepared, and its crystal structure was determined. Single crystals suitable for X-ray measurements were obtained by slow crystallization from a DMSO-water system. S-bu-thiosal crystallized in a P21/c space group of a monoclinic crystal system with a = 8.0732 (3) Å, b = 19.6769 (4) Å, c = 8.2291 (3) Å and Z = 4. S-bu-thiosal also has a coplanar geometry.

scholarly journals Synthesis and Characterization of Ammonium Acesulfamate

2014 ◽  
Vol 69 (6) ◽  
pp. 737-741 ◽  
Author(s):  
Gustavo A. Echeverría ◽  
Oscar E. Piro ◽  
Beatriz S. Parajón-Costa ◽  
Enrique J. Baran
Keyword(s):  
Molecular Structure ◽  
Ammonium Carbonate ◽  
Crystal And Molecular Structure ◽  
13C Nmr Spectroscopy ◽  
Synthesis And Characterization ◽  
X Ray Diffraction ◽  
Orthorhombic Space Group ◽  
1H And 13C Nmr ◽  
X Ray

Ammonium acesulfamate, (NH4)C4H4NO4S, was prepared by the reaction of acesulfamic acid and ammonium carbonate in aqueous solution, and characterized by elemental analysis and 1H and 13C NMR spectroscopy. Its crystal and molecular structure was determined by single-crystal X-ray diffraction methods. The substance crystallizes in the orthorhombic space group Pnma with Z = 4 molecules per unit cell. The NH4+ ion generates medium to strong hydrogen bonds with the carbonylic oxygen, the iminic nitrogen and the sulfonyl oxygen atoms of the acesulfamate anion. The FTIR spectrum of the compound was also recorded and is briefly discussed.

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