Thermal stability of N-heterocycle-stabilized iodanes – a systematic investigation; Beilstein Journal of Organic Chemistry; Vol. 15
| Parent link: | Beilstein Journal of Organic Chemistry Vol. 15.— 2019.— [P. 2311-2318] |
|---|---|
| Corporate Author: | Национальный исследовательский Томский политехнический университет Исследовательская школа химических и биомедицинских технологий (ИШХБМТ) |
| Other Authors: | Boelke A. Andreas, Vlasenko Yu. A. Yuliya Aleksandrovna, Yusubov M. S. Mekhman Suleiman-Ogly (Suleimanovich), Nachtsheim B. J. Boris, Postnikov P. S. Pavel Sergeevich |
| Summary: | Title screen The thermal stability of pseudocyclic and cyclic N-heterocycle-stabilized (hydroxy)aryl- and mesityl(aryl)-λ3-iodanes (NHIs) through thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC) is investigated. Peak decomposition temperatures (Tpeak) were observed within a wide range between 120 and 270 °C. Decomposition enthalpies (ΔHdec) varied from −29.81 to 141.13 kJ/mol. A direct comparison between pseudocyclic and cyclic NHIs revealed high Tpeak but also higher ΔHdec values for the latter ones. NHIs bearing N-heterocycles with a high N/C-ratio such as triazoles show among the lowest Tpeak and the highest ΔHdec values. A comparison of NHIs with known (pseudo)cyclic benziodoxolones is made and we further correlated their thermal stability with reactivity in a model oxygenation. |
| Language: | English |
| Published: |
2019
|
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.15.223 |
| Format: | Electronic Book Chapter |
| KOHA link: | https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=660739 |
Similar Items
Convenient Synthesis of Benziodazolone: New Reagents for Direct Esterification of Alcohols and Amidation of Amines; Molecules; Vol. 26, iss. 23
Published: (2021)
Published: (2021)
Efficient Catalytic Synthesis of Condensed Isoxazole Derivatives via Intramolecular Oxidative Cycloaddition of Aldoximes; Molecules; Vol. 27, iss. 12
Published: (2022)
Published: (2022)
Preparation, structure, and reactivity of bicyclic benziodazole: a new hypervalent iodine heterocycle; Beilstein Journal of Organic Chemistry; Vol. 14
Published: (2018)
Published: (2018)
Preparation and X-ray structure of 2-iodoxybenzenesulfonicacid (IBS) – a powerful hypervalent iodine(V) oxidant; Beilstein Journal of Organic Chemistry; Vol. 14
Published: (2018)
Published: (2018)
Hypervalent iodine in the structure of N-heterocycles: synthesis, structure, and application in organic synthesis; Chemistry of Heterocyclic Compounds; Vol. 56, iss. 7
Published: (2020)
Published: (2020)
Hypervalent Iodine-Mediated Azidation Reactions; European Journal of Organic Chemistry; Vol. 2022, iss. 34
Published: (2022)
Published: (2022)
Site Selective Concerted Nucleophilic Aromatic Substitutions of Azole-Ligated Diaryliodonium Salts; Advanced Synthesis and Catalysis; Vol. 365, iss. 4
Published: (2023)
Published: (2023)
Zefirov's reagent and related hypervalent iodine triflates; Mendeleev Communications; Vol. 31, iss. 3
by: Yusubov M. S. Mekhman Suleiman-Ogly (Suleimanovich)
Published: (2021)
by: Yusubov M. S. Mekhman Suleiman-Ogly (Suleimanovich)
Published: (2021)
Preparation, Structure, and Reactivity of Pseudocyclic β-Trifluorosulfonyloxy Vinylbenziodoxolone Derivatives; Advanced Synthesis and Catalysis; Vol. 363, iss. 13
Published: (2021)
Published: (2021)
Iodonium Salts as Benzyne Precursors; Chemistry - A European Journal; Vol. 24, iss. 57
by: Yoshimura A. Akira
Published: (2018)
by: Yoshimura A. Akira
Published: (2018)
Application of hypervalent iodine compounds in advanced green technologies; Resource-Efficient Technologies; No 1
by: Zhdankin V. V.
Published: (2021)
by: Zhdankin V. V.
Published: (2021)
Iodonium ylides in organic synthesis; ARKIVOC; Vol. 2016
by: Yusubov M. S. Mekhman Suleiman-Ogly (Suleimanovich)
Published: (2016)
by: Yusubov M. S. Mekhman Suleiman-Ogly (Suleimanovich)
Published: (2016)
Benziodoxole-Derived Organosulfonates: The Strongest Hypervalent Iodine Electrophiles and Oxidants; Synlett; Vol. 31, № 4
Published: (2020)
Published: (2020)
Synthesis of Oxazoline and Oxazole Derivatives by Hypervalent-Iodine-Mediated Oxidative Cycloaddition Reactions; Synthesis; Vol. 52, iss. 16
Published: (2020)
Published: (2020)
Aryl-, Akynyl-, and Alkenylbenziodoxoles: Synthesis and Synthetic Applications; Molecules; Vol. 28, iss. 5
Published: (2023)
Published: (2023)
Application of X-ray diffractometry and simultaneous thermal analysis for studying the phase composition of barium ferrites; Russian Journal of Nondestructive Testing; Vol. 68, iss. 3
Published: (2025)
Published: (2025)
[Au(S–C6F5)] and [Au(S–C6F4–CF3)]: Reactivity, Structure, DSC, and Calculation Studies; Inorganic Chemistry; Vol. 64, iss. 43
Published: (2025)
Published: (2025)
The chemistry of heterocycles in the 21st century; Russian Chemical Reviews; Vol. 93, iss. 7
Published: (2024)
Published: (2024)
Imino‐λ3‐iodane and Catalytic Amount of I2‐Mediated Synthesis of N‐Allylsulfenamides via [2,3]‐Sigmatropic Rearrangement; European Journal of Organic Chemistry; Vol. 2020, iss. 41
Published: (2020)
Published: (2020)
О взаимодействии титанохромового ферросплава с азотом; Известия Томского политехнического университета [Известия ТПУ]; Т. 324, № 3 : Химия и химические технологии
by: Крюкова О. Г. Ольга Геннадьевна
Published: (2014)
by: Крюкова О. Г. Ольга Геннадьевна
Published: (2014)
A Green Procedure for the Diazotization-Iodination of Aromatic Amines under Aqueous, Strong-Acid-Free Conditions; Journal of Synthetic Organic Chemistry. Synthesis; 13
Published: (2011)
Published: (2011)
Synthesis of 2-fluorobenzoic acids by nucleophilic fluorination of 1-arylbenziodoxolones; Arkivoc; Vol. 2022, Part (vii) : Special Issue 'Hypervalent Iodine Chemistry, part 3
Published: (2022)
Published: (2022)
First Study of the Thermal and Storage Stability of Arenediazonium Triflates Comparing to 4-Nitrobenzenediazonium Tosylate and Tetrafluoroborate by Calorimetric Methods; Organic Process Research and Development; Vol. 23, iss. 11
Published: (2019)
Published: (2019)
An Investigation of Phase Stability of a Composite ATZ Ceramic Material; Russian Physics Journal; Vol. 57, iss. 11
Published: (2015)
Published: (2015)
Дезактивация катализаторов гидрокрекинга вакуумного газойля коксом; Технологии нефти и газа; № 5
by: Белинская Н. С. Наталия Сергеевна
Published: (2024)
by: Белинская Н. С. Наталия Сергеевна
Published: (2024)
Preparation, X-ray Structure, and Reactivity of Triisopropylsilyl-Substituted Aryliodonium Salts; European Journal of Organic Chemistry; Vol. 2015, iss. 22
Published: (2015)
Published: (2015)
Implementation of Differential Scanning Calorimetry when Studying Polymerization of Compounds Based on Glycolic Acid Ether; Advanced Materials Research; Vol. 1085 : Prospects of Fundamental Sciences Development (PFSD-2014)
Published: (2015)
Published: (2015)
Investigating the Synthesis and Thermal Stability of Barium Tetrafluorobromate (III); Procedia Chemistry; Vol. 11 : 1st International Symposium on Inorganic Fluorides: Chemistry and Technology, ISIF 2014, Tomsk, Russia
by: Sobolev V. I. Vasily Igorevich
Published: (2014)
by: Sobolev V. I. Vasily Igorevich
Published: (2014)
Generation of benzyne from aryl benziodoxaborole triflate under aqueous conditions and its reactions with alkyl aryl sulfides; Arkivoc; Vol. 1
Published: (2024)
Published: (2024)
Exploration of nitrogen heterocycle scaffolds for the development of potent human neutrophil elastase inhibitors; Bioorganic & Medicinal Chemistry; Vol. 29, iss. 1
Published: (2021)
Published: (2021)
Oxidation of Fine Tantalum Particles: Metastable Intermediates and Multistep Kinetics; Oxidation of Metals; Vol. 93
Published: (2020)
Published: (2020)
Heterocyclic iodonium salts: preparation, structure and perspectives; Химия и химическая технология в XXI веке; Т. 2
by: Mironova I. A. Irina Andreevna
Published: (2021)
by: Mironova I. A. Irina Andreevna
Published: (2021)
Halogen bonding in hypervalent halogen-based systems: Structural determinants and supramolecular diversity; Coordination Chemistry Reviews; Vol. 556
Published: (2026)
Published: (2026)
Thermomagnetometric analysis of lithium ferrites; Journal of Thermal Analysis and Calorimetry; Vol. 136, iss. 2
by: Astafyev A. L. Alexander Leonidovich
Published: (2019)
by: Astafyev A. L. Alexander Leonidovich
Published: (2019)
Halogen Bonding Provides Heterooctameric Supramolecular Aggregation of Diaryliodonium Thiocyanate; Crystals; Vol. 10, iss. 3
Published: (2020)
Published: (2020)
2-Iodoxybenzoic acid ditriflate: the most powerful hypervalent iodine(v) oxidant; Chemical Communications; Vol. 55, iss. 54
Published: (2019)
Published: (2019)
Синтез, исследование структуры и реакционной способности азот-координированных соединений гипервалентного иода: автореферат диссертации на соискание ученой степени кандидата химических наук; спец. 1.4.3
by: Власенко Ю. А. Юлия Александровна
Published: (Томск, [Б. и.], 2022)
by: Власенко Ю. А. Юлия Александровна
Published: (Томск, [Б. и.], 2022)
Oxidative cycloaddition of hydroxamic acids with dienes or guaiacols mediated by iodine(III) reagents; Beilstein Journal of Organic Chemistry; Vol. 14
Published: (2018)
Published: (2018)
Thermal decomposition of coal and coal-enrichment wastes; Coke and Chemistry; Vol. 59, iss. 7
by: Lyrshchikov S. Yu. Sergey Yurievich
Published: (2016)
by: Lyrshchikov S. Yu. Sergey Yurievich
Published: (2016)
Physico-chemical study of the systems on the basis of sodium and ammonium perchlorate; Bulletin of the Tomsk Polytechnic University; Vol. 310, № 1
Published: (2007)
Published: (2007)
Similar Items
-
Convenient Synthesis of Benziodazolone: New Reagents for Direct Esterification of Alcohols and Amidation of Amines; Molecules; Vol. 26, iss. 23
Published: (2021) -
Efficient Catalytic Synthesis of Condensed Isoxazole Derivatives via Intramolecular Oxidative Cycloaddition of Aldoximes; Molecules; Vol. 27, iss. 12
Published: (2022) -
Preparation, structure, and reactivity of bicyclic benziodazole: a new hypervalent iodine heterocycle; Beilstein Journal of Organic Chemistry; Vol. 14
Published: (2018) -
Preparation and X-ray structure of 2-iodoxybenzenesulfonicacid (IBS) – a powerful hypervalent iodine(V) oxidant; Beilstein Journal of Organic Chemistry; Vol. 14
Published: (2018) -
Hypervalent iodine in the structure of N-heterocycles: synthesis, structure, and application in organic synthesis; Chemistry of Heterocyclic Compounds; Vol. 56, iss. 7
Published: (2020)