Cinzia Tavani

ORCID: 0000-0003-4437-1121
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Research Areas
  • Chemical Reaction Mechanisms
  • Synthesis of heterocyclic compounds
  • Sulfur-Based Synthesis Techniques
  • Synthesis and Biological Evaluation
  • Synthesis and Catalytic Reactions
  • Organic and Inorganic Chemical Reactions
  • Crystallization and Solubility Studies
  • Catalytic C–H Functionalization Methods
  • Chemical Reactions and Mechanisms
  • Organic Chemistry Cycloaddition Reactions
  • X-ray Diffraction in Crystallography
  • Synthesis and Reactions of Organic Compounds
  • Radical Photochemical Reactions
  • Phenothiazines and Benzothiazines Synthesis and Activities
  • Chemical Synthesis and Reactions
  • Cyclopropane Reaction Mechanisms
  • Asymmetric Synthesis and Catalysis
  • Structural and Chemical Analysis of Organic and Inorganic Compounds
  • Chemical Synthesis and Analysis
  • Crystallography and molecular interactions
  • Fluorine in Organic Chemistry
  • Catalytic Cross-Coupling Reactions
  • Coordination Chemistry and Organometallics
  • Synthesis and Characterization of Heterocyclic Compounds
  • Molecular spectroscopy and chirality

University of Genoa
2015-2025

University of Bologna
2002-2006

University of Palermo
2006

Industriale Chimica (Italy)
1996-2001

Laboratoire d'Electrochimie Moléculaire
1999

Université Paris Cité
1999

Centre National de la Recherche Scientifique
1999

Technobiochip (Italy)
1996

Recently, nitrostilbenes characterized by two different or differently substituted aryl moieties, obtainable from the initial ring-opening of 3-nitrobenzo[b]thiophene with amines, have proved, means a stepwise double coupling phenolic-type bidentate C/O nucleophiles, to be valuable precursors oxygen-containing heteropolycycles and fully conjugated systems therefrom via an efficient 6π-electrocyclization final aromatization. Herein, methodology is extended, after suitable optimization,...

10.3390/molecules30040948 article EN cc-by Molecules 2025-02-18

Static and dynamic stereochemistry of the hydrocarbon comprising a phenyl ring bearing two alpha-naphthyl substituents in ortho positions, i.e., 1,2-di-(4-methyl-naphth-1-yl)-benzene 1, has been studied by combination variable temperature NMR, cryogenic HPLC, MM calculations. Whereas solution both syn (meso) anti (chiral) forms were observed corresponding interconversion barrier was determined (Delta G(++) = 19.5 kcal mol(-1)), only diastereoisomer found to be present crystalline state...

10.1021/jo016397m article EN The Journal of Organic Chemistry 2002-02-06

We have recently evidenced an interesting differential behavior in the reactivity dioxane/water between (Z)-2,4-dinitrophenylhydrazone (1a) and (Z)-phenylhydrazone (1b) of 5-amino-3-benzoyl-1,2,4-oxadiazole. The former rearranges into relevant triazole 2a only at pS+ > 4.5 while undergoing hydrolysis high proton concentration (pS+ < 3.5); on contrary, latter 2b whole range examined (0.1 ≤ 14.9). Thus, for a deeper understanding these differences we now collected kinetic data rearrangement...

10.1021/jo0605849 article EN The Journal of Organic Chemistry 2006-06-22

β-Nitrothiophenes undergo a facile ring-opening process when treated with secondary amines in ethanol (in the presence of AgNO 3 , but for 3,4-dinitrothiophene), providing interesting polyfunctionalized linear nitro-or dinitro-butadienic building-blocks, which can be further manipulated and eventually exploited preparation targets various nature.In particular, great variety homo-and hetero-cyclic compounds may obtained some representative results this field, relevant to synthetic,...

10.3998/ark.5550190.0007.714 article EN cc-by ARKIVOC 2006-01-11

4-Alkyl-2-nitrothiophenes [10: R = CH3, CH(OH)CH3, CH(OCH3)CH3] react with secondary aliphatic amines, in the presence of AgNO3, to give 3-alkyl-2-amino-5-nitrothiophenes (12) through an oxidative nucleophilic substitution hydrogen (ONSH) synthetic interest. This behavior is striking contrast that parent 2-nitrothiophene (6), which was found undergo ring-opening analogous reaction conditions. A possible rationale for crucial effect alkyl groups suggested, grounded also on a study...

10.1021/jo070610i article EN The Journal of Organic Chemistry 2007-06-27

In prosecution of previous work on the thermal cyclization 1-aryl-4-methanesulfonyl-2-nitro-3-phenylsulfonyl-1,3-butadienes (7), 3-unsubstituted derivatives 8, deriving from initial ring opening 3-nitrothiophene (2), have been likewise found herein to undergo cyclization, followed by aromatization, in analogous mild experimental conditions, leading ring-fused homo- or heteroaromatic nitro 10. The concerted electrocyclic nature process is strongly supported outcome tests based variation...

10.1021/jo051059x article EN The Journal of Organic Chemistry 2005-09-30

Abstract The unusual migration of a nitro group from the β‐ to α‐position β‐aryl‐α‐nitroethenyl moiety, following nitrocyclopropane isoxazoline N ‐oxide isomerization, has been studied mechanistic and synthetic points view. As result, two series isomeric ‐oxides could be obtained under controlled conditions. When reacted with diazomethane, model transposed cleanly furnished new, interesting pyrazolylisoxazole.

10.1002/ejoc.201300856 article EN European Journal of Organic Chemistry 2013-08-08

This work describes a novel approach to the realization of ordered protein films. The adopted strategy for deposition cytochrome c films involves synthesis compound able selectively bind arginine residues located at surface. For this purpose, long alkyl chain α-diketone was synthesized; hydrophobic moiety molecule allows 2-D orientation modified molecules in film air−water interface Langmuir−Blodgett trough. NMR and IR spectra confirmed purity synthetized α-diketone. X-ray diffraction,...

10.1021/la950420f article EN Langmuir 1996-01-01

Abstract The ring opening of 3‐nitro‐4‐(phenylsulfonyl)thiophene with amines and proper modification the resulting 1,3‐diene enables a simple versatile approach to N ‐fused pyrroles both synthetic biological interest through 1,6‐H shift followed by 6π 1,5‐electrocyclization. This protocol is effectively driven isolated an easy aromatization.

10.1002/ejoc.201301236 article EN European Journal of Organic Chemistry 2013-11-21

The reactions between 1,4-diaryl-2,3-dinitro-1,3-butadienes 1a-d and primary alkylamines gave high yields of N-alkyl-2,5-diaryl-3-alkylamino-4-nitropyrrolidines 2 as pure all-trans diastereomers via an unusually favoured 5-endo-trig ring closure. stereochemistry compounds has been attributed through X-ray crystal structure analysis the acetyl derivative 5 2ai. Amine elimination from N-alkyl-2,5-diaryl-3-nitro-3-pyrrolines 3 which could be easily aromatized to corresponding pyrroles 4.

10.1002/(sici)1099-0690(200003)2000:6<903::aid-ejoc903>3.0.co;2-p article EN European Journal of Organic Chemistry 2000-03-01
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