Cycloheptatriene dimers: New precursors of diamantane

1981 ◽  
Vol 46 (6) ◽  
pp. 1474-1485 ◽  
Author(s):  
František Tureček ◽  
Vladimír Hanuš ◽  
Petr Sedmera ◽  
Helena Antropiusová ◽  
Karel Mach
Keyword(s):  
Mass Spectra ◽  
High Yield ◽  
Stable Isomer ◽  
Titanium Complexes ◽  
H Nmr ◽  
Catalytic Isomerization ◽  
C Nmr

Dimerization of cycloheptatriene, catalyzed by titanium complexes, afforded pentacyclo[8.4.0.03,7.04,14.06,11]tetradeca-8,12-diene (I) (10%) and pentacyclo[7.5.0.02,8.05,14.07,11]tetradeca-3,12-diene (II) (90%). Structure of both dimers and their derivatives was determined by means of 1H NMR, 13C NMR and mass spectra. On heating, the diene II was converted into the more stable isomer I. On hydrogenation and further catalytic isomerization, both I and II gave diamantane in high yield.

Proton-induzierte Kopplung eines tert-Butylisonitril-mit einem Phenylcarbin-Liganden am Wolfram / Proton-Induced Coupling of one tert-Butylisonitrile with one Phenylcarbyne Ligand at Tungsten

1989 ◽  
Vol 44 (9) ◽  
pp. 1023-1034 ◽  
Author(s):  
Alexander Constantin Filippou ◽  
Walter Grünleitner
Keyword(s):  
Ir Spectroscopy ◽  
Mass Spectra ◽  
High Yield ◽  
Coupling Product ◽  
Tert Butyl ◽  
H Nmr ◽  
Composition And Structure ◽  
Halogen Exchange ◽  
Elemental Analyses ◽  
C Nmr

A good entry to highly substituted phenylcarbyne complexes of tungsten containing tert-butyl-isonitrile ligands is provided via Br(CO)2(pic)2W≡CC6H5 (1) (pic: γ-picoline). The first step includes the replacement of the picoline ligands in 1 by t-BuNC in refluxing CH2Cl2 to give Br(CO)2(t-BuNC)2 W≡CC6H5 (2) in high yield. Complex 2 is then transformed with excess t-BuNC in toluene at 90°C to the carbonyl free carbyne complex trans-Br(t-BuNC)4W≡CC6H5 (3). The monocarbonyl substituted analogue of 3, Br(CO)(t-BuNC)3W≡CC6H5 (4), is observed by IR spectroscopy as an intermediate of this reaction. Its preparation is achieved by the CoCl2 catalyzed decarbonylation of 2 in the presence of one equivalent of t-BuNC. trans-Br(t-BuNC)4W≡CC6H5 (3) and the analogous iodocompound trans-I(t-BuNC)4W≡CC6H5 (5) react with HX (X = Br, I) to give respectively, Br2(t-BuNC)3W[(t-Bu)HN—C≡C—C6H5] (6) and I2(t-BuNC)3W[(t-Bu)HN—C≡C—C6H5] (7) in high yield. Complexes 6 and 7 contain a 4e-donor acetylene ligand resulting from the proton induced coupling of one tert-butylisonitrile with the phenylcarbyne ligand at the tungsten center. The reaction of complex 4 with HBr leads also to the coupling product Br2(CO)(t-BuNC)2W[(t-Bu)HN—C≡C—C6H5] (8), the carbonyl containing analogue of 6, in low yield. With one equivalent of t-BuNC and TlPF6 compounds 6 and 7 are converted to the cationic complexes [Br(t-BuNC)4W[(t-Bu)HN—C≡C—C6H5]]+PF6- (9) and [I(t-BuNC)4W[(t-Bu)HN—C≡C—C6H5]]+PF6- (10) respectively. The analogous chloro compound [Cl(t-BuNC)4W[(t-Bu)HN—C≡C—C6H5]]+PF6- (11) is obtained by halogen exchange from 10 and PPN+Cl-. The composition and structure of the new complexes 3, 4, and 6—11 have been determined by elemental analyses, IR, 1H NMR, 13C NMR and mass spectra.

Synthesis of 2-amino-5,7-dimethyl-4-oxopyrido[3,4-e]-1,3-thiazines

1983 ◽  
Vol 48 (12) ◽  
pp. 3426-3432 ◽  
Author(s):  
Dušan Koščík ◽  
Pavol Kristian ◽  
Ondrej Forgáč
Keyword(s):  
Spectral Data ◽  
Chlorine Atom ◽  
Mass Spectra ◽  
High Reactivity ◽  
Secondary Amines ◽  
Dimroth Rearrangement ◽  
H Nmr ◽  
New Synthesis ◽  
C Nmr

New synthesis of pyrido[3,4-e]-1,3-thiazines consisting in reaction of 2,6-dimethyl-4-chloronicotinoyl isothiocyanate with primary or secondary amines, or with benzaldehyde phenylhydrazone, is described. High reactivity of the chlorine atom does not allow isolation of the corresponding thioureas, arising as intermediates, except in the case of the benzylamino derivative. Structure of the products was unequivocally confirmed by their spectral data (IR, UV, 1H NMR, 13C NMR and mass spectra). The synthesized derivatives do not undergo the Dimroth rearrangement.

Oxynemorensine, an alkaloid from Senecio nemorensis L., var. subdecurrens GRISEB

1980 ◽  
Vol 45 (2) ◽  
pp. 548-558 ◽  
Author(s):  
Antonín Klásek ◽  
Petr Sedmera ◽  
Jindřich Vokoun ◽  
Anna Boeva ◽  
Svatava Dvoráčková ◽  
...  
Keyword(s):  
Unsaturated Acid ◽  
Mass Spectra ◽  
H Nmr ◽  
C Nmr

From S. nemorensis L., var. subdecurrens GRISEB. there were isolated the previously obtained alkaloids nemorensine (I), retroisosenine (II), bulgarsenine (III) and, in addition, the alkaloid oxynemorensine which was assigned the structure VIII on the basis of the interpretation of the 1H-NMR, 13C-NMR, mass spectra, and on that of the identification of the products of hydrolysis and reduction. Furthermore, the isolation of the cis-nemorensic acid (V) as well as that of the unsaturated acid IV, and the transformation of bulgarsenine (III) to nemorensine (I) were described.

Synthesis and reactions of substituted benzofuro[3,2-b]pyrrole derivatives

1982 ◽  
Vol 47 (12) ◽  
pp. 3288-3296 ◽  
Author(s):  
Alžbeta Krutošíková ◽  
Jaroslav Kováč ◽  
Miloslava Dandárová ◽  
Mária Bobálová
Keyword(s):  
Electron Impact ◽  
Mass Spectra ◽  
Pyrrole Derivatives ◽  
H Nmr ◽  
Electron Impact Mass ◽  
Impact Mass ◽  
C Nmr

This paper deals with the preparation of ethyl benzofuro[3,2-b]pyrrole-2-carboxylate, its hydrolysis, N-alkylation, and reduction. Also the synthesis of new heterocyclic systems, benzofuro[3,2-b]pyrrole and 2H-dihydrobenzofuro[2',3':4,5]pyrrolo[1,2-d]-1,2,4-triazin-1-one, is described. The structure of 14 new substances was corroborated by IR, UV, 1H NMR, 13C NMR and electron impact mass spectra.

Design, preparation and characterization of a new ionic liquid, 1,3-disulfonic acid benzimidazolium chloride, as an efficient and recyclable catalyst for the synthesis of tetrahydropyridine under solvent-free conditions

RSC Advances ◽  
2015 ◽  
Vol 5 (83) ◽  
pp. 67405-67411 ◽  
Author(s):  
Mohsen Abbasi
Keyword(s):  
Ionic Liquid ◽  
Mass Spectra ◽  
Recyclable Catalyst ◽  
Solvent Free ◽  
Disulfonic Acid ◽  
H Nmr ◽  
Solvent Free Conditions ◽  
Ft Ir ◽  
C Nmr

In the present work, 1,3-disulfonic acid benzimidazolium chloride as a new ionic liquid, is synthesized, and characterized by studying its FT-IR, 1H NMR, 13C NMR as well as mass spectra.

The Synthesis and Anticancer Activities of Peptide 5-fluorouracil Derivatives

2009 ◽  
Vol 2009 (4) ◽  
pp. 261-264 ◽  
Author(s):  
Xiaowei Yan ◽  
Maolin Hu ◽  
Qian Miao ◽  
Shun Wang ◽  
Kejian Zhao
Keyword(s):  
Cell Lines ◽  
Mass Spectra ◽  
Anticancer Activities ◽  
H Nmr ◽  
Elemental Analyses ◽  
C Nmr

A new series of peptide 5-fluorouracil derivatives was designed and synthesised in order to test in vitro anticancer activities. The results indicated that peptide 5-fluorouracil derivatives possessed anticancer activities against human HL-60 and Bel-7402 cell lines. The structures of the compounds were determined by means of 1H NMR, 13C NMR, IR, mass spectra and elemental analyses.

scholarly journals Coordination Modes of a Schiff Base Derived from Substituted 2-Aminothiazole with Chromium(III), Manganese(II), Iron(II), Cobalt(II), Nickel(II) and Copper(II) Metal Ions: Synthesis, Spectroscopic and Antimicrobial Studies

2011 ◽  
Vol 8 (4) ◽  
pp. 1750-1764 ◽  
Author(s):  
Ambit Thakar ◽  
Krishnakant Joshi ◽  
Kishor Pandya ◽  
Arvind Pancholi
Keyword(s):  
Schiff Base ◽  
Metal Ions ◽  
Transition Metal Complexes ◽  
Mass Spectra ◽  
Antibacterial Activities ◽  
Molar Conductance ◽  
Spectral Techniques ◽  
H Nmr ◽  
Antimicrobial Studies ◽  
C Nmr

Transition metal complexes of Cr(III), Mn(II), Fe(II), Co(II), Ni(II) and Cu(II) metal ions with general stoichiometry [ML2.2H2O] and [ML3], where M= Mn(II), Cr(III), Fe(II), Co(II), Ni(II) and Cu(II), L= Schiff base derived from the condensation of 2-amino-4(4’-phenyl/methylphenyl)-5-methyl-thiazole with 4-acetyl-1(3-chloro phenyl)-3-methyl-2-pyrazoline-5-ones, have been synthesized and structurally characterized by elemental analysis, molar conductance measurements, magnetic susceptibility measurements and spectral techniques like IR, UV,1H NMR,13C NMR and Mass Spectra. All the complexes were found to be octahedral geometry. The ligand and its complexes have been screened for their antifungal and antibacterial activities against three fungi,i.e. Alternaria brassicae, Aspergillus nigerandFesarium oxysporumand two bacteria,i.e. Xanthomonas compestrisandPseudomonas aeruginosa.

Synthesis and reactions of indeno[1,2-c]chromene-6,11-dione derivatives

2008 ◽  
Vol 2008 (11) ◽  
pp. 609-612 ◽  
Author(s):  
Mahmoud R. Mahmoud ◽  
Manal M. El-Shahawi ◽  
Eman A.A. El-Bordany ◽  
Fatma S.M. Abu El-Azm
Keyword(s):  
Mass Spectra ◽  
Acid Hydrazide ◽  
Sodium Hydride ◽  
Hydroxylamine Hydrochloride ◽  
Cyanoacetic Acid ◽  
H Nmr ◽  
Concentrated Sulfuric Acid ◽  
Nitrogen Nucleophiles ◽  
Cyanoacetic Acid Hydrazide ◽  
C Nmr

Indeno[1,2-c]chromene-6,11-dione was prepared using the readily obtainable starting materials via the condensation of dimethyl homophthalate with 2,6-dichlorobenzaldehyde in the presence of sodium hydride in dry benzene followed by saponification and cyclisation with concentrated sulfuric acid at 0°C. The tendency of indeno[1,2-c]chromene-6,11-dione for undergoing nucleophilic addition has been tested by reaction with nitrogen nucleophiles such as hydrazine hydrate, hydroxylamine hydrochloride, ethyl carbazate, cyanoacetic acid hydrazide, thiosemicarbazide and 4-methylbenzenesulfonohydrazide. The IR, 1H NMR, 13C NMR and mass spectra of the synthesised compounds are discussed.

scholarly journals Zinc Oxide Nanoparticles Catalyzed Condensation Reaction of Isocoumarins and 1,7-Heptadiamine in the Formation of Bis-Isoquinolinones

2012 ◽  
Vol 2012 ◽  
pp. 1-7 ◽  
Author(s):  
Varadhan Krishnakumar ◽  
Kesarla Mohan Kumar ◽  
Badal Kumar Mandal ◽  
Fazlur-Rahman Nawaz Khan
Keyword(s):  
Zinc Oxide ◽  
Zinc Oxide Nanoparticles ◽  
Condensation Reaction ◽  
High Yield ◽  
Oxide Nanoparticles ◽  
Acid Chlorides ◽  
Zno Nps ◽  
H Nmr ◽  
Yield And Purity ◽  
C Nmr

The diversified bis-isoquinolinones were obtained in two steps, utilizing homophthalic acid and various acid chlorides providing 3-substituted isocoumarins in the first step which on further condensation with 1,7-heptadiamine involving C–N bond formation from the lactone in the presence of 10 mol% zinc oxide nanoparticles (ZnO NPs) (<150 nm) afforded the desired bis-isoquinolinones in high yield and purity. The synthesized compounds were then characterized using FTIR,1H NMR,13C NMR, and HRMS techniques.

scholarly journals Synthesis and Characterization of Novel 1,3-Thiazole and 2-Amino-1,3,4-Thiadiazole Derivatives

2014 ◽  
Vol 33 (2) ◽  
pp. 189 ◽  
Author(s):  
Mustafa Er ◽  
Ayşe Şahin ◽  
Hakan Tahtacı
Keyword(s):  
Biological Activities ◽  
High Yield ◽  
Synthesis And Characterization ◽  
Hantzsch Reaction ◽  
H Nmr ◽  
Thiadiazole Derivatives ◽  
High Yields ◽  
Mass Spectrometric Techniques ◽  
C Nmr

<p>Thiosemicarbazone derivatives <strong>3a–e</strong> were synthesized by the reaction of various aldehydes<strong> 1a–e</strong> with 4-methyl thiosemicarbazide <strong>2</strong> in 78% to 90% yield. Then, the thiazole moieties of the target materials <strong>5a–e</strong> were obtained in high yields (71–93%) using the Hantzsch reaction utilizing thiosemicarbazone derivatives <strong>3a–e</strong> with ethyl-2-chloroacetoacetic ester. The substituted nitrile derivatives <strong>7a–e</strong> were obtained in moderate to high yield (58–84%) from the reaction of compounds <strong>5a–e</strong> with chloroacetonitrile by the nucleophilic aliphatic substitution reaction in the presence of anhydrous potassium carbonate. Finally, substituted 2-amino-1,3,4-thiadiazole compounds <strong>9a–e</strong> were obtained in moderate to good yields (51–62%) from the reaction of thiosemicarbazide with substituted nitrile derivatives <strong>7a–e</strong>. As a result, compounds that all share a high disposition for biological activities were obtained. The structures of the newly synthesized compounds were confirmed by IR, <sup>1</sup>H NMR, <sup>13</sup>C NMR, elemental analysis, and mass spectrometric techniques.</p>

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