Application of [PVI-SO<sub>3</sub>H]NO<sub>3</sub> as a novel polymeric nitrating agent with ionic tags in preparation of high-energetic materials

Sepehrmansourie, Hassan; Zarei, Mahmoud; Zolfigol, Mohammad Ali; Mehrzad, Amin; Hafizi-Atabak, Hamid Reza

doi:10.1039/d1ra00651g

Cited by 9 publications

(7 citation statements)

References 47 publications

(45 reference statements)

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“…The Zolfigol group then incorporated N-sulfoimidazolium nitrate into a polymer matrix and the synthetic utility of this polymer was further exploited on four structurally different substrates (Scheme 96). 204 After their initial success, the Zolfigol group developed another imidazole-based reagent 1,3-disulfonic acid imidazolium nitrate ([Dsim]NO 3 ) (Scheme 97). 205 It can be obtained by the same reaction sequence starting from imidazole.…”

Section: Heteroarylium Nitratesmentioning

confidence: 99%

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Organic Nitrating Reagents

Patra¹,

Mosiagin²,

Katayev³

et al. 2022

Synthesis

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Nitro compounds are vital raw chemicals that are widely used in academic laboratories and industries for the preparation of various drugs, agrochemicals, and materials. Thus, nitrating reactions are of great importance for chemists and are even taught in schools as one of the fundamental transformations in organic synthesis. Since the discovery of the first nitrating reactions in the 19th century, progress in this field has been constant. Yet, for many years the classical electrophilic nitration approach using a mixture of strong mineral acids dominated the field. However, in recent decades, the attention of researchers has focused on new reactivity and new reagents that can provide access to nitro compounds in a practical and straightforward way under mild reaction conditions. Organic nitrating reagents have played a special role in this field since they have enhanced reactivity. They also allow nitration to be carried out in an ecofriendly and sustainable manner. This review examines the development and application of organic nitrating reagents.1 Introduction2 Organic Nitrating Reagents2.1 Alkyl Nitrites2.2 Nitroalkanes2.3 Alkyl Nitrates2.4 N-Nitroamides2.5 N-Nitropyrazole2.6 N-Nitropyridinium Salts3 Organic Nitrating Reagents Generated In Situ3.1 Acyl Nitrates3.2 Trimethylsilyl Nitrate3.3 Nitro Onium Salts4 Organic Nitronium Salts5 Organic Nitrates and Nitrites5.1 Ammonium Nitrates5.2 Heteroarylium Nitrates5.3 Other Organic Nitrates5.4 Organic Nitrites6 Conclusion and Outlook

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Section: Heteroarylium Nitratesmentioning

confidence: 99%

Section: Organic Nitrates and Nitritesmentioning

confidence: 99%

Organic Nitrating Reagents

Patra¹,

Mosiagin²,

Katayev³

et al. 2022

Synthesis

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“…Our research group has introduced MSs with N-S bonds as a new category of catalyst and reagent based on organic materials. [16][17][18][19][20][21][22][23][24] Now, we combine the porous materials MOF Zr-UiO-66-PDC with ClSO 3 H, to prepare [Zr-UiO-66-PDC-SO 3 H]Cl as a novel porous catalyst for ILs.…”

Section: Introductionmentioning

confidence: 99%

Application of novel metal–organic framework [Zr-UiO-66-PDC-SO₃H]FeCl₄ in the synthesis of dihydrobenzo[g]pyrimido[4,5-b]quinoline derivatives

2022

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“…Nitration is a versatile and valuable method for the preparation of dyestuffs, pharmaceuticals, agrochemicals, explosives, fertilizers, perfumes, plastics and so on. [10] Mixed acid systems comprised of nitric acid and sulfuric acid have long been widely used, and continue to be applied despite the development of a number of alternative strategies [11] that have been developed to tackle the safety issues with, and disposal of, corrosive and irritative sulfuric acid. We noted the use of tert-butyl nitrite [12] among the reported alternative approaches to nitration as an enticing, acid-free radical nitrating agent.…”

Section: Introductionmentioning

confidence: 99%

2‐Methoxyethyl Nitrite as a Reagent for Chemoselective On‐Water Nitration

Kitanosono

Hashidoko

Yamashita

et al. 2022

Chemistry An Asian Journal

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An on-water approach has been developed that allows a nitration of tyrosines and phenols under mild conditions. We envisioned that the assembly of tyrosine/ tyrosyl radical couples with interfacial water molecules would realize a biomimetic stacking hydrogen atom transfer (HAT) transition state to facilitate the electron-transfer process. The optimal organic nitrite, 2-methoxyethyl nitrite, resulted in rapid coupling of the tyrosyl radicals with * NO 2 at the oilwater interface to afford the nitrated phenols. Many characteristics found in our on-water strategy are distinct from other complementary systems that include radical nitration. These enticing roles of water in the reaction process introduce new avenues to explore in the design of synthetic organic chemistry systems.

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Application of [PVI-SO₃H]NO₃ as a novel polymeric nitrating agent with ionic tags in preparation of high-energetic materials

Abstract: In this paper, poly(vinyl imidazole) sulfonic acid nitrate [PVI-SO3H]NO3 awas synthesized and fully characterized. Then, it was used for the preparation of energetic materials.

Cited by 9 publications

References 47 publications

Organic Nitrating Reagents

Organic Nitrating Reagents

Application of novel metal–organic framework [Zr-UiO-66-PDC-SO₃H]FeCl₄ in the synthesis of dihydrobenzo[g]pyrimido[4,5-b]quinoline derivatives

2‐Methoxyethyl Nitrite as a Reagent for Chemoselective On‐Water Nitration

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Application of [PVI-SO3H]NO3 as a novel polymeric nitrating agent with ionic tags in preparation of high-energetic materials

Abstract: In this paper, poly(vinyl imidazole) sulfonic acid nitrate [PVI-SO3H]NO3 awas synthesized and fully characterized. Then, it was used for the preparation of energetic materials.

Cited by 9 publications

References 47 publications

Organic Nitrating Reagents

Organic Nitrating Reagents

Application of novel metal–organic framework [Zr-UiO-66-PDC-SO3H]FeCl4 in the synthesis of dihydrobenzo[g]pyrimido[4,5-b]quinoline derivatives

2‐Methoxyethyl Nitrite as a Reagent for Chemoselective On‐Water Nitration

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Application of [PVI-SO₃H]NO₃ as a novel polymeric nitrating agent with ionic tags in preparation of high-energetic materials

Application of novel metal–organic framework [Zr-UiO-66-PDC-SO₃H]FeCl₄ in the synthesis of dihydrobenzo[g]pyrimido[4,5-b]quinoline derivatives