2-Isothiocyanatobenzyltriphenylphosphonium bromides – new type of functionalized heterocumulenes suitable for synthesis of indole derivatives

1987 ◽  
Vol 52 (10) ◽  
pp. 2508-2520 ◽  
Author(s):  
Jozef Gonda ◽  
Pavol Kristian ◽  
Ján Imrich
Keyword(s):  
Nitrogen Atom ◽  
Sulfur Atom ◽  
Mass Spectra ◽  
Wittig Reaction ◽  
Indole Derivatives ◽  
Phosphonium Salts ◽  
X Ray Diffraction ◽  
X Ray ◽  
Electrophilic Reactions ◽  
New Type

Reaction of 2-bromomethylphenyl isothiocyanates with triphenylphosphine afforded triphenyl-(2-isothiocyanatobenzyl)phosphonium salts. Their reaction with bases liberated the corresponding carbanions which on intramolecular addition to the N=C=S group gave substituted 3-triphenylphosphoniumindolyl-2-thiolates. These compounds did not react in the Wittig reaction but underwent electrophilic reactions on the sulfur atom or on the indol nitrogen atom. According to a detailed analysis of 1H, 13C, 31P NMR and mass spectra, the indole derivatives exist predominantly in the betaine form. X-Ray diffraction analysis of the unsubstituted betaine, 3-triphenylphosphoniumindolyl-2-thiolate, agrees well with the spectral results.

Ubergangsmetall-substituierte Phosphane, Arsane und Stibane, LIX [1], Ein Addukt des Me3P-substituierten Ferrio-diphenylphosphans Cp(OC)(Me3P)Fe-PPh2 mit Methylisothiocyanat: Darstellung, Protonierung und Methylierung / Transition Metal Substituted Phosphanes, Arsanes and Stibanes, LIX [1]. An Adduct of the Me3P-Substituted Ferrio-diphenylphosphane Cp(OC)(Me3P)Fe-PPh2 and Methylisothiocyanate: Synthesis, Protonation, and Methylation

1998 ◽  
Vol 53 (10) ◽  
pp. 1077-1083 ◽  
Author(s):  
Wolfgang Malisch ◽  
Andre Spörl ◽  
Katharina Thirase ◽  
Oliver Fey
Keyword(s):  
Nitrogen Atom ◽  
Transition Metal ◽  
Diffraction Analysis ◽  
Sulfur Atom ◽  
Substitution Reaction ◽  
X Ray Diffraction ◽  
X Ray ◽  
Co Substitution

AbstractTreatment of the ferrio-phosphane Cp(OC)2Fe-PPh2 (1) with Me3P (2) yields Cp(OC)(Me3P)Fe-PPh2 (3) via CO-substitution. Reaction of 3 with methylisothiocyanate (4) leads to the formation of the adduct Cp(OC)(Me3P)Fe-PPh2 -C(S)NMe (5), which is regioselectively methylated at the sulfur atom with Mel (6a) or MeSO3CF3 (6b), respectively, to give the cationic complexes [Cp(OC)(Me3P)Fe-PPh2 -C(SMe)=NMe]I/CF3 SO3(7a,b). In contrast, protonation with CF3SO3H (8 ) occurs at the nitrogen atom, yielding [Cp(OC)(Me3P)Fe-PPh2- C(S)-N(H)Me]CF3SO3 (9). The structures of 7b and 9 have been determined by X-ray diffraction analysis

Luciduline: a unique type of Lycopodium alkaloid

1968 ◽  
Vol 46 (23) ◽  
pp. 3631-3642 ◽  
Author(s):  
W. A. Ayer ◽  
N. Masaki ◽  
D. S. Nkunika
Keyword(s):  
Mass Spectra ◽  
X Ray Diffraction ◽  
Complete Structure ◽  
Unique Type ◽  
X Ray ◽  
Physical Evidence ◽  
Weak Bases ◽  
Lycopodium Alkaloid ◽  
New Type

The isolation and determination of the structure of luciduline, C13H21ON, an alkaloid present among the weak bases of Lycopodium lucidulum Michx, is described. Chemical and physical evidence which suggests structure 9 for luciduline is presented. An X-ray diffraction study on O-p -bromobenzoyl-dihydroluciduline confirmed this hypothesis and defined the stereochemistry of the methyl group at C-8. The complete structure of luciduline, including absolute configuration, is thus represented by 1. A possible mode of biosynthesis of luciduline, which is a new type of Lycopodium alkaloid, is discussed. The mass spectra of luciduline and some of its derivatives are interpreted in terms of structure 1.

3-pyridiniumindolyl-2-thiolates - New type of functionalized indoles

1988 ◽  
Vol 53 (8) ◽  
pp. 1761-1769 ◽  
Author(s):  
Jozef Gonda ◽  
Pavol Kristian
Keyword(s):  
Diffraction Analysis ◽  
Dimethyl Sulfoxide ◽  
Mass Spectra ◽  
Sodium Ethoxide ◽  
Sodium Hydride ◽  
X Ray Diffraction ◽  
X Ray ◽  
H Nmr ◽  
New Type ◽  
C Nmr

2-Bromomethylphenyl isothiocyanate (I) reacts with pyridines to give 2-isothiocyanatobenzylpyridinium bromides II. Deprotonation of these compounds with sodium ethoxide in ethanol of sodium hydride in dimethyl sulfoxide afforded novel type of functionalized indoles, 3-pyridiniumindolyl-2-thiolates. Reaction of II with KOH or KCN gave products of addition to the NCS group VII and VIII, respectively. Structure of the obtained compounds was proven by IR, 1H NMR, 13C NMR, and mass spectra and was confirmed by X-ray diffraction analysis of 3-pyridiniumindolyl-2-thiolate.

Crystal structure of an inclusion complex between chiral monoaza-15-crown-5 and S(–)-1-phenyl-ethyl ammonium percholorate

2003 ◽  
Vol 218 (5) ◽  
Author(s):  
Süheyla Özbey ◽  
F. B. Kaynak ◽  
M. Toğrul ◽  
N. Demirel ◽  
H. Hoşgören
Keyword(s):  
Crystal Structure ◽  
Inclusion Complex ◽  
Single Crystal ◽  
X Ray Diffraction ◽  
Space Group ◽  
X Ray ◽  
New Type

AbstractA new type of inclusion complex, S(–)-1 phenyl ethyl ammonium percholorate complex of R-(–)-2-ethyl - N - benzyl - 4, 7, 10, 13 - tetraoxa -1- azacyclopentadecane, has been prepared and studied by NMR, IR and single crystal X-ray diffraction techniques. The compound crystallizes in space group

A 2-D Zn(II) coordination polymer based on 4,5-imidazoledicarboxylate and bis(benzimidazole) ligands: synthesis, crystal structure and fluorescence properties

2021 ◽  
Vol 0 (0) ◽  
Author(s):  
Xinzhao Xia ◽  
Lixian Xia ◽  
Geng Zhang ◽  
Yuxuan Jiang ◽  
Fugang Sun ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Coordination Polymer ◽  
Zigzag Chain ◽  
Supramolecular Framework ◽  
X Ray Diffraction ◽  
Hydrothermal Conditions ◽  
Hydrogen Bond Interaction ◽  
X Ray ◽  
New Type ◽  
Solid State Fluorescence

Abstract In this work, a new type of zinc(II) coordination polymer {[Zn(HIDC)(BBM)0.5]·H2O} n (Zn-CP) was synthesized using 4,5-imidazoledicarboxylic acid (H3IDC) and 2,2-(1,4-butanediyl)bis-1,3-benzimidazole (BBM) under hydrothermal conditions. Its structure has been characterized by infrared spectroscopy, elemental analysis and single crystal X-ray diffraction analysis. The Zn(II) ion is linked by the HIDC2− ligand to form a zigzag chain by chelating and bridging, and then linked by BBM to form a layered network structure. Adjacent layers are further connected by hydrogen bond interaction to form a 3-D supramolecular framework. The solid-state fluorescence performance of Zn-CP shows that compared with free H3IDC ligand, its fluorescence intensity is significantly enhanced.

Preparation of β-PbO2 and β-PbO2-MnO2 Coating on Stainless Steel Substrate

2012 ◽  
Vol 490-495 ◽  
pp. 3486-3490
Author(s):  
Qiang Yu ◽  
Zhen Chen ◽  
Zhong Cheng Guo
Keyword(s):  
Stainless Steel ◽  
Mass Fraction ◽  
Stainless Steel Substrate ◽  
Steel Substrate ◽  
Substrate Material ◽  
X Ray Diffraction ◽  
X Ray ◽  
New Type ◽  
Plating Solution ◽  
Element Mass Fraction

In order to prepare a new type of anode material, stainless steel was selected as substrate material. The β-PbO2 coating on stainless steel substrate was prepared under the appropriate plating solution, and the PbO2-MnO2 coating was prepared with thermal decomposition. The crystal structure was determined by X-ray diffraction; Surface morphology was test by Scanning Electron Microscopy; the energy spectrum was used to determine element mass-fraction and the ratio of atomic number of the coatings.

Synthesis of Silica Modified Large-Sized Hydroxyapatite Whiskers by a Hydrothermal Co-Precipitation Method

2015 ◽  
Vol 645-646 ◽  
pp. 1339-1344 ◽  
Author(s):  
Yan Ting Yin ◽  
Qing Hua Chen ◽  
Ting Ting Yan ◽  
Qing Hua Chen
Keyword(s):  
Bone Repair ◽  
Ethanol Solution ◽  
Morphological Properties ◽  
Precipitation Method ◽  
X Ray Diffraction ◽  
X Ray ◽  
New Type ◽  
Ft Ir ◽  
Co Precipitation ◽  
Surface Modified

The objective of this study was to develop a novel silica modified large-sized hydroxyapatite whiskers with improved properties for use in bone repair applications. Large-sized whiskers with a mean length of 250μm were obtained by a hydrothermal co-precipitation method at 150°C, 7.5Mpa in high-pressure reactor. Silica modified hydroxyapatite whiskers were prepared by dissolving TEOS in ethanol solution, then sintering with hydroxyapatite. The compositional and morphological properties of prepared whiskers were studied by means of x-ray diffraction (XRD), Fouier transform infrared (FT-IR), scanning electron microscopy (SEM). The results indicated the evidence of nanosilicon dioxide particles on the surface of HAP whiskers. The size of nanosilicon dioxide particles depends on dropping and stirring rate. Hence, this new type of silica modified large-sized hydroxyapatite whiskers is a valuable candidate for biomedical applications.Key words: hydroxyapatite, hydrothermal co-precipitation, surface modified, whiskers

scholarly journals Synthesis, Structure, and Properties of a Dinuclear Cu(II) Coordination Polymer Based on Quinoxaline and 3,3-Thiodipropionic Acid Ligands

2021 ◽  
Author(s):  
Adedibu Clement Tella ◽  
Samson Owalude ◽  
Vincent Adimula ◽  
Adetola Oladipo ◽  
Victoria Olayemi ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
Nitrogen Atom ◽  
Coordination Polymer ◽  
Elemental Analysis ◽  
Catalytic Reduction ◽  
Copper Acetate ◽  
Structure And Properties ◽  
X Ray Diffraction ◽  
X Ray ◽  
H Nmr

Abstract The coordination polymer [Cu2(TDPH)4(QNX)].DMF, (QNX = Quinoxaline; TDPH = 3,3-thiodipropionic acid), has been prepared by reaction of copper acetate, TDPH, and quinoxaline. The compound was characterized by elemental analysis, FTIR spectroscopy, and single-crystal X-ray diffraction. The crystal is monoclinic with a P21/n space group and dimensions of a = 12.889(3) Å, b = 14.983(4) Å, c = 14.091(3) Å, α = 90 °, β = 90.200(11) °, γ = 90 °, V = 2721.18 (2) Å3, Z = 4. The ligands are hexagonally coordinated to the Cu(II) centre in the form of Cu2O4N with one nitrogen atom from the quinoxaline ligand, and four oxygen atoms from four TDPH molecules in a monodentate fashion. The Cu-Cu bond length was 2.642(1) and 2.629(1) Å for the Cu1----Cu1 and Cu2----Cu2 bonds. The QNX ligand bridged the two copper atoms. The catalytic reduction of 4-nitrophenol to 4-aminophenol using NaBH4 in the presence of [Cu2(TDPH)4(QNX)].DMF, as catalyst was completed within 11 minutes. The 4-aminophenol product was confirmed using 1H NMR spectroscopy.

Megastachine, a new alkaloid from Lycopodiummegastachyum

1979 ◽  
Vol 57 (13) ◽  
pp. 1691-1693 ◽  
Author(s):  
Jean-Claude Braekman ◽  
Claude Hootele ◽  
Noah Miller ◽  
Jean-Paul Declercq ◽  
Gabriel Germain ◽  
...  
Keyword(s):  
Diffraction Analysis ◽  
The Novel ◽  
X Ray Diffraction ◽  
X Ray ◽  
Lycopodium Alkaloid ◽  
New Type

The isolation of the novel pentacyclic base megastachine (1), representative of a new type of Lycopodium alkaloid, is reported. Its structure has been determined by X-ray diffraction analysis.

Synthesis of Indole Derivatives Using Biosynthesized ZnO-CaO Nanoparticles as an Efficient Catalyst

2021 ◽  
Vol 66 ◽  
pp. 61-71
Author(s):  
Tahereh Heidarzadeh ◽  
Navabeh Nami ◽  
Daryoush Zareyee
Keyword(s):  
Electron Microscopy ◽  
Indole Derivatives ◽  
X Ray Diffraction ◽  
Efficient Catalyst ◽  
X Ray ◽  
Transmission Electron ◽  
Solvent Free Conditions ◽  
Ft Ir ◽  
Eggshell Waste ◽  
Aromatic And Aliphatic Amines

The principal aim of this research is using biosynthesized ZnO-CaO nanoparticles (NPs) for preparation of indole derivatives. ZnO-CaO NPs have been prepared using Zn(CH3COO)2 and eggshell waste powder in solvent-free conditions. Morphology and structure of NPs were determined by FT-IR, X-ray diffraction (XRD), transmission electron microscopy (TEM), scanning electron microscopy (SEM), and energy dispersive spectra (EDS). It was used as a highly efficient catalyst for the synthesis of indole derivatives. Some indole derivatives were synthesized by the reaction of indole, formaldehyde, aromatic and aliphatic amines in the presence of ZnO-CaO NPs (5 mol%) in ethanol under reflux conditions. The assigned structure was further established by CHN analyses, NMR, and FT-IR spectra. Because of excellent capacity, the exceedingly simple workup and good yield, eco-friendly catalyst ZnO-CaO NPs were proved to be a good catalyst for this reaction.

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