Potassium 4-iodylbenzenesulfonate: preparation, structure, and application as a reagent for oxidative iodination of arenes; European Journal of Organic Chemistry; Vol. 2012, iss. 30
| Parent link: | European Journal of Organic Chemistry Vol. 2012, iss. 30.— 2012.— [P. 5935-5942] |
|---|---|
| Awdur Corfforaethol: | Национальный исследовательский Томский политехнический университет Институт природных ресурсов Кафедра технологии органических веществ и полимерных материалов |
| Awduron Eraill: | Yusubov M. S. Mekhman Suleiman-Ogly (Suleimanovich), Yusubova R. Ya. Roza Yavidovna, Nemykin V. N., Maskaev A. V., Geraskina M. R., Kirschning A., Zhdankin V. V. Viktor Vladimirovich |
| Crynodeb: | Title screen A new hypervalent iodine(V) compound, potassium 4-iodylbenzenesulfonate, was prepared by the oxidation of 4-iodobenzensulfonic acid with Oxone in water. This potassium salt can be further converted into 4-iodylbenzenesulfonic acid by treatment with the acidic form of Amberlyst 15 in water. A single-crystal X-ray structure of potassium 4-iodylbenzenesulfonate revealed the presence of polymeric chains in the solid state due to a combination of numerous intra- and intermolecular interactions. Potassium 4-iodylbenzenesulfonate will likely find many practical applications as a thermally stable and water-soluble hypervalent iodine-based oxidant, particularly useful as a reagent for oxidative iodination of aromatic substrates. This reagent can be effectively recovered from the reaction mixture (92 % recovery) by treatment of the aqueous layer with Oxone at 60 °C for 2 h, followed by filtration of the precipitate. |
| Iaith: | Saesneg |
| Cyhoeddwyd: |
2012
|
| Pynciau: | |
| Mynediad Ar-lein: | http://dx.doi.org/10.1002/ejoc.201201064 |
| Fformat: | Electronig Pennod Llyfr |
| KOHA link: | https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=650194 |
Eitemau Tebyg
Preparation, X-ray Structure, and Reactivity of 2-Iodylpyridines: Recyclable Hypervalent Iodine(V) Reagents; The Journal of Organic Chemistry; Vol. 76, iss. 10
Cyhoeddwyd: (2011)
Cyhoeddwyd: (2011)
m-Iodosylbenzoic acid, a tagged hypervalent iodine reagent for the iodo-functionalization of alkenes and alkynes; Tetrahedron Letters; Vol. 49, iss. 9
Cyhoeddwyd: (2008)
Cyhoeddwyd: (2008)
1,3-Diiodo-5,5-dimethylhydantoin-An efficient reagent for iodination of aromatic compounds; Russian Journal of Organic Chemistry; Vol. 43, iss. 9
Cyhoeddwyd: (2007)
Cyhoeddwyd: (2007)
Preparation and X-ray Structures of 3-[Bis(trifluoroacetoxy)iodo]benzoic Acid and 3-[Hydroxy(tosyloxy)iodo]benzoic Acid: New Recyclable Hypervalent Iodine Reagents; The Journal of Organic Chemistry; Vol. 73, iss. 1
Cyhoeddwyd: (2008)
Cyhoeddwyd: (2008)
Potassium 4-Iodylbenzenesulfonate (PIBS) as a convenient water-soluble reagent based on hypervalent iodine; Химия и химическая технология в XXI веке; Т. 2
gan: Mironova I. A. Irina Andreevna
Cyhoeddwyd: (2015)
gan: Mironova I. A. Irina Andreevna
Cyhoeddwyd: (2015)
Hypervalent Iodine-Mediated Azidation Reactions; European Journal of Organic Chemistry; Vol. 2022, iss. 34
Cyhoeddwyd: (2022)
Cyhoeddwyd: (2022)
Solid-phase iodination of arenes with the system iodine-diacetoxy(phenyl)- λ3-iodane; Russian Journal of Organic Chemistry; Vol. 41, iss. 12
gan: Krasnokutskaya E. A . Elena Aleksandrovna
Cyhoeddwyd: (2005)
gan: Krasnokutskaya E. A . Elena Aleksandrovna
Cyhoeddwyd: (2005)
Iodination and chlorination of aromatic polycyclic hydrocarbons with iodine monochloride in aqueous sulfuric acid; Russian Journal of Organic Chemistry; Vol. 37, iss. 8
gan: Chaikovskii V. K. Vitold Kazimirovich
Cyhoeddwyd: (2001)
gan: Chaikovskii V. K. Vitold Kazimirovich
Cyhoeddwyd: (2001)
Preparation and X-ray Structural Study of 1-Arylbenziodoxolones; The Journal of Organic Chemistry; Vol. 78, iss. 8
Cyhoeddwyd: (2013)
Cyhoeddwyd: (2013)
RuCl[3]-Catalyzed oxidation of iodoarenes with peracetic acid: new facile preparation of iodylarenes; The Journal of Organic Chemistry; Vol. 71, iss. 26
Cyhoeddwyd: (2006)
Cyhoeddwyd: (2006)
Preparation, structure, and oxidative reactivity of (dichloroiodo)pyridines: recyclable hypervalent iodine reagents; ARKIVOC; Vol. 2018, iss. part ii
Cyhoeddwyd: (2018)
Cyhoeddwyd: (2018)
Theoretical analysis of reactions of electrophilic iodination and chlorination of benzene and polycyclic arenes in density functional theory approximation; Russian Journal of Organic Chemistry; Vol. 44, iss. 5
Cyhoeddwyd: (2008)
Cyhoeddwyd: (2008)
DFT investigation of the thermodynamics and mechanism of electrophilic chlorination and iodination of arenes; Journal of Molecular Modeling; Vol. 17, iss. 11
Cyhoeddwyd: (2011)
Cyhoeddwyd: (2011)
m-Iodosylbenzoic acid as a convenient recyclable hypervalent iodine oxidant for the synthesis of α-iodo ketones by oxidative iodination of ketones; Synthesis; № 21
Cyhoeddwyd: (2010)
Cyhoeddwyd: (2010)
Mild and efficient synthesis of iodylarenes using Oxone as oxidant; Tetrahedron Letters; Vol. 57, iss. 37
Cyhoeddwyd: (2016)
Cyhoeddwyd: (2016)
Potassium 4-Iodylbenzenesulfonate (PIBS): An Efficient Recyclable Hypervalent Iodine Reagent for Iodo-functionalization of Alkenes, Alkynes and Ketones; Current Organic Synthesis; Vol. 13, iss. 6
Cyhoeddwyd: (2016)
Cyhoeddwyd: (2016)
Oxidative cycloaddition of hydroxamic acids with dienes or guaiacols mediated by iodine(III) reagents; Beilstein Journal of Organic Chemistry; Vol. 14
Cyhoeddwyd: (2018)
Cyhoeddwyd: (2018)
Synthesis of 2-fluorobenzoic acids by nucleophilic fluorination of 1-arylbenziodoxolones; Arkivoc; Vol. 2022, Part (vii) : Special Issue 'Hypervalent Iodine Chemistry, part 3
Cyhoeddwyd: (2022)
Cyhoeddwyd: (2022)
Superactive and economical reagent for iodination of arens; Korus`98. Abstracts
gan: Chaikovski V. K.
Cyhoeddwyd: (1998)
gan: Chaikovski V. K.
Cyhoeddwyd: (1998)
Использование N-иодсукцинимида для иодирования дезактивированных ароматических соединений; Химия и химическая технология в XXI веке
gan: Кальк А. А.
Cyhoeddwyd: (2000)
gan: Кальк А. А.
Cyhoeddwyd: (2000)
Powerful water-soluble oxidizing hypervalent iodine reagents: structure and reactivity; Химия и химическая технология в XXI веке
gan: Mironova I. A. Irina Andreevna
Cyhoeddwyd: (2019)
gan: Mironova I. A. Irina Andreevna
Cyhoeddwyd: (2019)
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
Cyhoeddwyd: (2020)
Cyhoeddwyd: (2020)
Oxidation of fluorinated alcohols promoted by polyvalent iodine reagent; Химия и химическая технология в XXI веке
gan: Soldatova N. S. Nataliya Sergeevna
Cyhoeddwyd: (2016)
gan: Soldatova N. S. Nataliya Sergeevna
Cyhoeddwyd: (2016)
Iodination and iodonitration of phenylacetylene under solvent-free conditions; Russian Journal of Organic Chemistry; Vol. 43, iss. 1
Cyhoeddwyd: (2007)
Cyhoeddwyd: (2007)
p-Iodylbenzenesulfonic Acid (p-IBSA) is a Convenient Water-soluble Reagent Based on Hypervalent iodine; Current topics in Organic Chemistry
gan: Mironova I. A. Irina Andreevna
Cyhoeddwyd: (2015)
gan: Mironova I. A. Irina Andreevna
Cyhoeddwyd: (2015)
One-pot synthesis of diaryliodonium salts from arenes and aryl iodides with Oxone–sulfuric acid; Beilstein Journal of Organic Chemistry; Vol. 14
Cyhoeddwyd: (2018)
Cyhoeddwyd: (2018)
Facile iodination of aromatic compounds having electron-withdrawing substituents. Generation of triiodine cation in the system tetra-N- iodoglycoluril-iodine-sulfuric acid; Russian Journal of Organic Chemistry; Vol. 44, iss. 6
Cyhoeddwyd: (2008)
Cyhoeddwyd: (2008)
Structure and reactivity of powerful water-soluble oxidizing hypervalent iodine reagents; Markovnikov Congress on Organic Chemistry
Cyhoeddwyd: (2019)
Cyhoeddwyd: (2019)
Reagents for Organic Synthesis; Vol. 14
gan: Fieser M. Mary
Cyhoeddwyd: (New York, John Wiley & Sons, Inc., 1989)
gan: Fieser M. Mary
Cyhoeddwyd: (New York, John Wiley & Sons, Inc., 1989)
Reagents for Organic Synthesis; Vol. 15
gan: Fieser M. Mary
Cyhoeddwyd: (New York, Wiley, 1990)
gan: Fieser M. Mary
Cyhoeddwyd: (New York, Wiley, 1990)
Silicon reagents for organic synthesis
gan: Weber W. P. William P.
Cyhoeddwyd: (Berlin, Springer-Verlag, 1983)
gan: Weber W. P. William P.
Cyhoeddwyd: (Berlin, Springer-Verlag, 1983)
Механизм образования и предлагаемая структура суперэлектрофильного иодирующего реагента на основе хлорида иода и сульфата серебра; Химия и химическая технология на рубеже тысячелетий
gan: Чайковский В. К. Витольд Казимирович
Cyhoeddwyd: (2004)
gan: Чайковский В. К. Витольд Казимирович
Cyhoeddwyd: (2004)
Новый реагент-иод, нитраты щелочных металлов для иоднитрования алкинов, нитрования алкенов и иодирования аренов: диссертация на соискание ученой степени кандидата химических наук
gan: Передерина И. А. Ирина Александровна
Cyhoeddwyd: (Томск, 1998)
gan: Передерина И. А. Ирина Александровна
Cyhoeddwyd: (Томск, 1998)
A Green Procedure for the Diazotization-Iodination of Aromatic Amines under Aqueous, Strong-Acid-Free Conditions; Journal of Synthetic Organic Chemistry. Synthesis; 13
Cyhoeddwyd: (2011)
Cyhoeddwyd: (2011)
Study of a surface of the potential energy for processes of alkanes free-radical iodination by B3LYP/DGDZVP method; Journal of Molecular Structure: Theochem; Vol. 912, iss. 1-3
Cyhoeddwyd: (2009)
Cyhoeddwyd: (2009)
New oxidizing reagents based on iodobenzenesulfonic acids; Химия и химическое образование
gan: Mironova I. A. Irina Andreevna
Cyhoeddwyd: (2017)
gan: Mironova I. A. Irina Andreevna
Cyhoeddwyd: (2017)
Окисление и галогенирование действием галогенов и галогенидов: экспериментальное и теоретическое исследование реакций, новые методы синтеза вицинальных ди-, поликарбонильных соединений и арилгалогенидов: диссертация на соискание ученой степени доктора химических наук; спец. 02.00.03
gan: Краснокутская Е. А. Елена Александровна
Cyhoeddwyd: (Томск, [Б. и.], 2007)
gan: Краснокутская Е. А. Елена Александровна
Cyhoeddwyd: (Томск, [Б. и.], 2007)
Synthesis of N-iodosuccinimide and its application in H2SO4 as efficient iodination reagent for deactivated aromatic compounds; Russian Journal of Organic Chemistry; Vol. 37, iss. 10
gan: Chaikovskii V. K.
Cyhoeddwyd: (2001)
gan: Chaikovskii V. K.
Cyhoeddwyd: (2001)
Synthesis of oxidizing reagents based on iodobenzenesulfonic acid; Современные проблемы органической химии
gan: Mironova I. A. Irina Andreevna
Cyhoeddwyd: (2017)
gan: Mironova I. A. Irina Andreevna
Cyhoeddwyd: (2017)
Окисление и галогенирование действием галогенов и галогенидов: экспериментальное и теоретическое исследование реакций, новые методы синтеза вицинальных ди-, поликарбонильных соединений и арилгалогенидов: автореферат диссертации на соискание ученой степени доктора химических наук; спец. 02.00.03
gan: Краснокутская Е. А. Елена Александровна
Cyhoeddwyd: (Томск, [Б. и.], 2007)
gan: Краснокутская Е. А. Елена Александровна
Cyhoeddwyd: (Томск, [Б. и.], 2007)
Eitemau Tebyg
-
Preparation, X-ray Structure, and Reactivity of 2-Iodylpyridines: Recyclable Hypervalent Iodine(V) Reagents; The Journal of Organic Chemistry; Vol. 76, iss. 10
Cyhoeddwyd: (2011) -
m-Iodosylbenzoic acid, a tagged hypervalent iodine reagent for the iodo-functionalization of alkenes and alkynes; Tetrahedron Letters; Vol. 49, iss. 9
Cyhoeddwyd: (2008) -
1,3-Diiodo-5,5-dimethylhydantoin-An efficient reagent for iodination of aromatic compounds; Russian Journal of Organic Chemistry; Vol. 43, iss. 9
Cyhoeddwyd: (2007) -
Preparation and X-ray Structures of 3-[Bis(trifluoroacetoxy)iodo]benzoic Acid and 3-[Hydroxy(tosyloxy)iodo]benzoic Acid: New Recyclable Hypervalent Iodine Reagents; The Journal of Organic Chemistry; Vol. 73, iss. 1
Cyhoeddwyd: (2008) -
Potassium 4-Iodylbenzenesulfonate (PIBS) as a convenient water-soluble reagent based on hypervalent iodine; Химия и химическая технология в XXI веке; Т. 2
gan: Mironova I. A. Irina Andreevna
Cyhoeddwyd: (2015)