Novruz G. Akhmedov

ORCID: 0000-0002-4586-2304
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About
Contact & Profiles
Research Areas
  • Crystallization and Solubility Studies
  • X-ray Diffraction in Crystallography
  • Catalytic Alkyne Reactions
  • Catalytic C–H Functionalization Methods
  • Synthetic Organic Chemistry Methods
  • Asymmetric Synthesis and Catalysis
  • Cyclopropane Reaction Mechanisms
  • Synthesis and Catalytic Reactions
  • Chemical Synthesis and Analysis
  • Catalytic Cross-Coupling Reactions
  • Chemical Reaction Mechanisms
  • Asymmetric Hydrogenation and Catalysis
  • Oxidative Organic Chemistry Reactions
  • Synthesis and Biological Evaluation
  • Organoboron and organosilicon chemistry
  • Organometallic Complex Synthesis and Catalysis
  • Sulfur-Based Synthesis Techniques
  • Axial and Atropisomeric Chirality Synthesis
  • Synthesis and Properties of Aromatic Compounds
  • Molecular spectroscopy and chirality
  • Carbohydrate Chemistry and Synthesis
  • Fluorine in Organic Chemistry
  • Structural and Chemical Analysis of Organic and Inorganic Compounds
  • Chemical Synthesis and Reactions
  • Carbon dioxide utilization in catalysis

University of Oklahoma
2024-2025

West Virginia University
2015-2024

Morgantown High School
2014-2020

University of South Florida
2016

Ohio University
2015-2016

Peking University
2015

Northeastern University
2012

Rutgers, The State University of New Jersey
2010

University of Florida
2001-2008

University of Canterbury
2001-2004

Clear experimental evidence from X-ray photoelectron spectroscopy and (31)P NMR has been obtained for the first time to confirm that combination of Ag(+) cation with [L-Au](+) results in formation different complexes solution. Re-evaluation literature-reported gold-catalyzed reactions revealed a significant difference reactivities without silver. In extreme cases (more than "rare"), conventional catalysts could not promote reaction presence This investigation therefore long-overlooked...

10.1021/ja303862z article EN Journal of the American Chemical Society 2012-05-07

A series of 1,2,3-triazole-bound cationic Au(I) catalysts have been synthesized, and their structures characterized by X-ray crystallography. Variable-temperature NMR studies revealed dynamic triazole-Au cation coordination in solution. Reaction profiles clearly indicated that these new possess much better thermal stability than literature-reported Au catalysts, including IPrAu x NTf(2). By application challenging intermolecular hydroaminations were achieved with less-reactive internal...

10.1021/ja9041093 article EN Journal of the American Chemical Society 2009-08-05

Selective cyclization and substitution was achieved with designated 1,2,3-triazole acid auxiliary groups under Pd catalyzed C–H activation conditions. Both sp2 sp3 bonds were effectively activated, giving the desired products in good yields. This result revealed first successful example of exclusive using ligands, while another triazole-containing directing group dominantly gave identical

10.1039/c3sc51211h article EN Chemical Science 2013-01-01

Gold-catalyzed oxidative cross-coupling of alkynes to unsymmetrical diynes has been achieved for the first time. A N,N-ligand (1,10-Phen) and PhI(OAc)2 were identified as crucial factors promote this transformation, giving desired cross-coupled conjugated in excellent heteroselectivity (>10:1), good yields, with large substrate tolerability.

10.1021/ja5078365 article EN Journal of the American Chemical Society 2014-09-03

Gold-catalyzed C(sp)-C(sp(2)) and C(sp(2))-C(sp(2)) cross-coupling reactions are accomplished with aryldiazonium salts as the coupling partner. With assistance of bpy ligand, gold(I) species were oxidized to gold(III) by diazonium without any external oxidants. Monitoring reaction NMR ESI-MS provided strong evidence for nitrogen extrusion followed Au(III) reductive elimination key step.

10.1002/anie.201503546 article EN Angewandte Chemie International Edition 2015-06-05

A dual catalytic approach enlisting gold and iron synergy is described. This method offers readily access to substituted heterocycle aldehydes via oxygen radical addition vinyl–gold intermediates under Fe catalyst assistance. system shows good functional group compatibility for the generation of oxazole, indole, benzofuran aldehydes. Mechanistic evidence greatly supports selective an activated vinyl–Au double bond over alkene. unique discovery a new avenue with great potential further extend...

10.1021/jacs.5b05415 article EN Journal of the American Chemical Society 2015-07-03

A general method for the synthesis of α-substituted vinyl sulfones makes use a combination triazole gold complex and gallium triflate. This efficient CS bond formation between simple terminal alkynes sulfinic acids provides access to various sulfones.

10.1002/anie.201310142 article EN Angewandte Chemie International Edition 2014-04-01

Amino acid ionic liquids (AAILs) are potential green substitutes of aqueous amine solutions for carbon dioxide (CO2) capture. However, the viscous nature AAILs greatly hinders their further development in CO2 capture applications. In this contribution, 1-ethyl-3-methylimidazolium lysine ([EMIM][Lys]) was synthesized and immobilized into a porous poly(methyl methacrylate) (PMMA) microsphere support post-combustion The [EMIM][Lys] exhibited good thermal stability could be facilely...

10.1021/am402306s article EN ACS Applied Materials & Interfaces 2013-08-08

Supported nanoporous microspheres immobilized with amino acid ionic liquids (AAILs) as robust sorbents were developed for CO2 capture. AAILs could be facilely into porous support materials. The exhibited fast kinetics well good sorption capacity, and can regenerated reused. presented strategy may pave the way developing AAIL-functionalized high capacity transport kinetics.

10.1039/c3ta00768e article EN Journal of Materials Chemistry A 2013-01-01

Regioselective copper-catalyzed boracarboxylation of vinyl arenes with bis(pinacolato)diboron and carbon dioxide has been achieved. New boron-functionalized α-aryl carboxylic acids, including nonsteroidal anti-inflammatory drugs (NSAIDs), are obtained in moderate to excellent yields. The synthetic utility the transformation was shown through subsequent derivatization carbon-boron bond yielding formal hydroxy- fluorocarboxylation products as well anionic difluoroboralactones.

10.1021/acs.orglett.6b03326 article EN publisher-specific-oa Organic Letters 2016-11-30

Surface defect-induced photoluminescence blinking and photodarkening are ubiquitous in lead halide perovskite quantum dots. Despite efforts to stabilize the surface by chemically engineering ligand binding moieties, accompanied photodegradation still poses barriers implementing dots emitters. To date, tail solid state has rarely been explored for We posit that attractive intermolecular interactions between low-steric tails, such as π-π stacking, can promote formation of a nearly epitaxial...

10.1038/s41467-024-55619-7 article EN cc-by-nc-nd Nature Communications 2025-01-02

(31)P NMR experiments revealed rapid decomposition of the Ph(3)PAu(+)TfO(-) complex in presence furan-yne, which resulted poor reactivity as reported literature. Therefore, instead tuning different ligands (PR(3)), 1,2,3-triazole was applied a special X-factor to stabilize catalyst. The desired phenol products were prepared excellent yields (1% cat. up 95% yield) and chemoselectivity (>20:1).

10.1021/ol902680k article EN Organic Letters 2009-12-14

A 1,2,3-traizole-promoted iron(III)-catalyzed propargyl alcohol dehydration was developed for the synthesis of conjugated enynes. The desired enynes were prepared in good to excellent yields (up 95%) with a large substrate scope and stereoselectivity (only Z-isomers).

10.1021/ol300778e article EN Organic Letters 2012-04-23

Mosquito repellency data on acylpiperidines derived from the U.S. Department of Agriculture archives were modeled by using molecular descriptors calculated CODESSA PRO software. An artificial neural network model was developed for correlation these archival results and used to predict repellent activity novel compounds similar structures. A series 34 promising N -acylpiperidine mosquito candidates (4a–4q′) synthesized reactions acylbenzotriazoles 2a–2p with piperidines 3a–3f. Compounds...

10.1073/pnas.0800571105 article EN Proceedings of the National Academy of Sciences 2008-05-27

A functionalized [9]cycloparaphenylene ([9]CPP) bearing three evenly spaced 5,8-dimethoxynaphth-1,4-diyl units and two macrocyclic [6]CPP precursors have been synthesized. The Diels–Alder reaction between (E,E)-1,4-bis(4-bromophenyl)-1,3-butadiene 1,4-benzoquinone followed by methylation produces cis-5,8-bis(4-bromophenyl)-5,8-dihydro-1,4-dimethoxynaphthalene as the key intermediate for construction of hooplike structures. nickel-mediated homocoupling reactions aromatization led to [9]CPP.

10.1021/ol500904x article EN Organic Letters 2014-04-30

Triazole amine was identified as an effective directing group in promoting C-H alkynylation under silver-free conditions. No other external oxidant required, and the products were received good to excellent yields. X-ray crystallographic analysis confirmed a direct activation intermediate. Other typical groups, including pyridine (PIP) 8-aminoquinoline (QA), gave almost no reaction identical conditions, which highlighted unique reactivity of triazole functionalization.

10.1021/acs.orglett.6b01319 article EN Organic Letters 2016-06-06

The first synthesis of any and all members the mezzettiaside family natural products has been achieved. reported features iterative use Taylor catalyst in a dual nucleophilic boron/electrophilic palladium catalyzed regioselective glycosylation. In addition, de novo approach utilizes atomless protecting groups minimal (2 chloroacetates for 10 products). These divergent syntheses occurred range 13 to 22 longest linear steps required only 41 total prepare entire mezzettiasides.

10.1039/c4sc00593g article EN Chemical Science 2014-01-01

The first catalytic alkyne hydroboration of propargyl amine boranecarbonitriles is accomplished with triazole-Au(I) complexes. While the typical [L-Au](+) species decomposes within minutes upon addition boranecarbonitriles, triazole-modified gold catalysts (TA-Au) remained active, and allowed synthesis 1,2-BN-cyclopentenes in one step good to excellent yields. With substrate tolerability mild reaction conditions (open-flask), this new method provides an alternative route reach interesting...

10.1002/anie.201402614 article EN Angewandte Chemie International Edition 2014-04-09

The gold-catalyzed intermolecular addition of 1,3-dicarbonyl compounds to unactivated 1-alkynes (Nakamura reaction) is achieved at room temperature for the first time through synergistic gold/gallium catalysis. developed system highly efficient with a gold catalyst loading that can be as low 500 ppm.

10.1021/ol403337u article EN Organic Letters 2013-12-09

Abstract Stereoselective thioallylation of alkynes under possible gold redox catalysis was accomplished with high efficiency (as low as 0.1 % catalyst loading, up to 99 yield) and broad substrate scope (various alkynes, inter‐ intramolecular fashion). The gold(I) acts both a π‐acid for alkyne activation Au I/III coupling, whereas the sulfonium cation generated in situ functions mild oxidant. This novel methodology provides an exciting system without need strong

10.1002/anie.201802540 article EN Angewandte Chemie International Edition 2018-04-17

Aqueous Zn-based electrochemical technologies hold promise for large-scale energy storage applications, yet challenges persist in the unsatisfied Zn reversibility arising from an unstable Zn/electrolyte interface. Here, we employ molecular interface engineering using amphiphilic Pluronic triblock copolymers as electrolyte additives to stabilize anodes. With a balanced hydrophilic–hydrophobic nature, F127 adsorbed on surface constructs hydrodynamic interphase, where hydrophobic PPO center...

10.1021/acsenergylett.3c02824 article EN cc-by ACS Energy Letters 2024-03-21

Double the fun: The title reaction was developed by using a Lewis base/iminium activation strategy (see scheme). proceeded with excellent yields and ee values, products were additionally transformed into single enantiomer of substituted pyrrolidine retention configuration.

10.1002/anie.200805558 article EN Angewandte Chemie International Edition 2009-01-03

The Schmittel cyclization was achieved at room temperature through triazole–gold (TA–Au) catalyzed propargyl vinyl ether rearrangement. Other tested [L–Au]+ catalysts gave complex reaction mixtures under identical conditions with no desired products observed. Importantly, because of the employment mild conditions, sterically hindered groups (such as t-Bu) on allene termini were longer required, which allowed successful synthesis previously challenging substrates.

10.1021/ol300227a article EN Organic Letters 2012-02-22
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