Photoelectrochemical driving and clean synthesis of energetic salts of 5,5′-azotetrazolate at room temperature

He, Huichao; Du, Jinyan; Wu, Bo; Duan, Xiaohui; Zhou, Yong; Ke, Gaili; Huo, Tingting; Ren, Qin; Bian, Liang; Dong, Faqin

doi:10.1039/c8gc01663a

Cited by 29 publications

(21 citation statements)

References 20 publications

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“…5,6 For example, BiVO 4 and WO 3 anodes were recently used for the photoelectrochemical oxidation of 5-hydroxymethylfurfural, 7 benzylic alcohols, [8][9][10][11] furan, 12 tetralines, 9 cyclohexane, 13,14 glycerol 15 and urea. 16 Also of interest is the synthesis of 5,5 0 -azotetrazolate-based salts using W, Mo co-doped BiVO 4 photoanodes 17 and the amination of arenes assisted by a-Fe 2 O 3 electrodes. 18 The selective oxidation of alcohols to aldehydes is a key transformation in organic synthesis.…”

Section: Introductionmentioning

confidence: 99%

Revealing the contribution of singlet oxygen in the photoelectrochemical oxidation of benzyl alcohol

Arcas

Peris

Mas‐Marzá

et al. 2021

Sustainable Energy Fuels

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Section: Introductionmentioning

confidence: 99%

Revealing the contribution of singlet oxygen in the photoelectrochemical oxidation of benzyl alcohol

Arcas

Peris

Mas‐Marzá

et al. 2021

Sustainable Energy Fuels

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“…Nitrogen‐rich heterocyclic 5,5′‐azotetrazolate salts are used in industry and the military, in a range of applications such as fireworks, propellants, gas generators, and ammunition . As an example, sodium 5,5′‐azotetrazolate (SZT), a precursor to guanidinium salts of 5,5′‐azotetrazolate, was synthesized by the room‐temperature coupling reaction of 5‐amino‐1 H ‐tetrazole (5AT) in 2 m Na 2 CO 3 , under light irradiation using 2 % W, 6 % Mo‐codoped BiVO 4 as the photoanode (Scheme ) .…”

Section: Interfacial Photoelectrochemical Organic Transformationsmentioning

confidence: 86%

Interfacial Photoelectrochemical Catalysis: Solar‐Induced Green Synthesis of Organic Molecules

et al. 2020

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“…Nitrogen-rich heterocyclic 5,5'-azotetrazolate salts are applicable to a range applications in industry and the military, such as fireworks, propellants, gas generators and ammunitions. 12,13 As an example, sodium 5,5'-azotetrazolate (SZT), a precursor to guanidinium salts of 5,5'azotetrazolate, has been synthesised by the room temperature coupling reaction of 5-amino-1Htetrazole (5AT) in 2M Na2CO3, under light irradiation using 2% W, 6% Mo co-doped BiVO4 as the photoanode (Scheme 1). 13 The reaction, initiated by photogenerated holes, proceeded on the doped BiVO4 with a Faradaic efficiency of 80% at 1.2 V vs. RHE, which retained good stability a b…”

Section: Discussionmentioning

confidence: 99%

Photoelectrochemical synthesis of Organic Molecules: Solar-Induced Electrochemical Organic Transformations

Hardwick¹,

Qurashi²,

Shirinfar³

et al. 2019

Preprint

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<p>Conventional organic synthesis for many oxidation and reduction reactions rely on harsh conditions, toxic or corrosive substances, and environmentally damaging chemicals. In addition to this, competing reactions take place, some of which produce other hazardous waste products, and therefore, reaction selectivity suffers. To overcome such synthetic drawbacks an enormous effort is being devoted to find alternative processes that operate much more efficiently, requiring milder conditions to contribute to a more green economy and provide urgently needed new pathways with enhanced selectivity. Fortunately, there is a strategy that has attracted global interest from multiple disciplines that involves the use of sunlight to perform artificial photosynthesis, in which a photoelectrochemical (PEC) cell splits water into hydrogen fuel, reduces CO<sub>2</sub>into sugar and other “solar” fuels, and more recently, convert organic chemicals into higher value products. Lately, photoanode and cathode materials have emerged as useful tools to perform organic oxidations and reductions for the chemical synthesise of important molecules, other than just oxygen. However, the vast majority of previously reported works focused on degradation of unwanted and dangerous chemicals, whereas only a small amount took an interest in solar-induced organic transformations. Herein, we have outlined some of latest research efforts in using photoelectrochemical cells to facilitate organic oxidation and reduction reactions for valuable substances that do not demand toxic reagents and expensive precious metal catalysts, and have outlined some future prospects that will enable such a technology to broaden its scope.</p>

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Photoelectrochemical driving and clean synthesis of energetic salts of 5,5′-azotetrazolate at room temperature

Abstract: A photoelectrochemical route with a W, Mo co-doped BiVO4 film photoanode was exploited to drive the coupling reaction of 5-amino-1H-tetrazole at the room temperature for clean synthesis of sodium 5,5′-azotetrazolate.

Cited by 29 publications

References 20 publications

Revealing the contribution of singlet oxygen in the photoelectrochemical oxidation of benzyl alcohol

Revealing the contribution of singlet oxygen in the photoelectrochemical oxidation of benzyl alcohol

Interfacial Photoelectrochemical Catalysis: Solar‐Induced Green Synthesis of Organic Molecules

Photoelectrochemical synthesis of Organic Molecules: Solar-Induced Electrochemical Organic Transformations

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