Microwave Enhancement on Ring-closing Metathesis of Macrocyclic Bisazole

Sawada, Taichi; Tashima, Shigeki; Saito, Kodai; Yamada, Tohru

doi:10.1246/cl.160982

Cited by 11 publications

(3 citation statements)

References 21 publications

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“…The simulation model contains the tetragonally aligned Si rods of 50 nm diameter as shown in Figure 3. 42 The distance (d) between the rods was varied between 5 and 180 nm, and a microwave electric field with a frequency of 2.45 GHz and an intensity of 1 [V/m] was introduced along the z direction in the model. Although the wavelength of the incident electromagnetic wave (which is ∼122.36 [mm] in a free space) is significantly larger than the size of the Si rod, the incident microwave generates enhanced electric fields.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

“…Indeed, this phenomenon has been discussed in the microwave chemistry community, and it can be explained by considering that the microwave electric field selectively supplies energy to functional groups or rotation levels. , To investigate the contribution of this phenomenon on our system, the spatial distribution of the electric field intensity around the surface of the Si nanostructure was simulated using the finite element method. The simulation model contains the tetragonally aligned Si rods of 50 nm diameter as shown in Figure . The distance ( d ) between the rods was varied between 5 and 180 nm, and a microwave electric field with a frequency of 2.45 GHz and an intensity of 1 [V/m] was introduced along the z direction in the model.…”

Section: Results and Discussionmentioning

confidence: 99%

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Production of Bio Hydrofined Diesel, Jet Fuel, and Carbon Monoxide from Fatty Acids Using a Silicon Nanowire Array-Supported Rhodium Nanoparticle Catalyst under Microwave Conditions

et al. 2020

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Biodiesel was efficiently produced from biomass fatty acids using renewable gas H 2 and a reusable heterogeneous catalyst under low-energy-consumption microwave conditions. As the decarboxylation of fatty acids to alkanes is an important transformation in the production of bio hydrofined diesel (BHD) and jet fuel, we herein report the development of a highly active and reusable Rh nanoparticle catalyst supported by a silicon nanowire array (SiNA-Rh) and its application in the decarboxylation of fatty acids to alkanes under mild conditions. More specifically, SiNA-Rh (500 mol ppm) selectively promoted the hydrogenative decarboxylation reaction at 200 °C under microwave irradiation (∼40 W) in a H 2 atmosphere (10 bar) to afford the corresponding alkanes in high yields selectively. The only coproduct observed was carbon monoxide, an important and essential staple for the chemical industry. Importantly, carbon dioxide formation was not observed. Moreover, the aldehydes were efficiently converted to alkanes by SiNA-Rh, and this catalyst was reused 20 times without any loss in catalytic activity. Finally, to investigate the effects of microwave irradiation on the enhancement of this chemical transformation based on the Si nanorod structures present in the SiNA-Rh catalyst, the effect of the microwave electric field and magnetic field in the microwave to the reaction was experimentally investigated, and the spatial distribution of the electric field intensity around the surface of the Si nanostructure was simulated using the finite element method.

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Section: ■ Results and Discussionmentioning

confidence: 99%

Section: Results and Discussionmentioning

confidence: 99%

Production of Bio Hydrofined Diesel, Jet Fuel, and Carbon Monoxide from Fatty Acids Using a Silicon Nanowire Array-Supported Rhodium Nanoparticle Catalyst under Microwave Conditions

et al. 2020

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“…Our investigation of the microwave-specific effect on RCM used the reaction reported by Mori's group 19) as a model reaction (Fig. 6).…”

Section: R E a C T I O N E N H A N C E M E N T B Y A C T I V A T E D mentioning

confidence: 99%

Microwave-specific Effect on Enantioselective Reactions

Sawada

Yamada

2018

J. Jpn. Petrol. Inst.

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Microwave irradiation is widely applied to organic synthesis. Many advantages of microwave irradiation, including drastic shortening of reaction time, suppression of side reactions, and/or higher chemical yield, have been proposed. Generally, these effects have been understood merely as a simple thermal effect, since microwave irradiation rapidly raises the temperature of the reaction mixture. However, some observed results could not be understood only by the thermal effect. Recently our group reported that several enantioselective reactions were accelerated under microwave irradiation without loss of enantioselectivity. As these extraordinary results could not be explained by the simple thermal effect, the concept of the "microwave-specific effect" should be considered. We describe our recent experimental results to elucidate the microwave-specific effect. Investigations are described on enantioselective ring-opening reactions of biaryl lactone derivatives, racemization of an optically pure biaryl lactone derivative, enantioselective Claisen rearrangement reaction, enantioselective Conia-ene reaction and ring-closing metathesis reaction. These reactions or racemization of optically pure compounds were accelerated under microwave conditions. Such reaction acceleration of enantioselective reactions was observed without loss of enantioselectivity.

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The chemistry of the carbon-transition metal double and triple bond: Annual survey covering the year 2017

Herndon

2018

Coordination Chemistry Reviews

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Microwave Enhancement on Ring-closing Metathesis of Macrocyclic Bisazole

Cited by 11 publications

References 21 publications

Production of Bio Hydrofined Diesel, Jet Fuel, and Carbon Monoxide from Fatty Acids Using a Silicon Nanowire Array-Supported Rhodium Nanoparticle Catalyst under Microwave Conditions

Production of Bio Hydrofined Diesel, Jet Fuel, and Carbon Monoxide from Fatty Acids Using a Silicon Nanowire Array-Supported Rhodium Nanoparticle Catalyst under Microwave Conditions

Microwave-specific Effect on Enantioselective Reactions

The chemistry of the carbon-transition metal double and triple bond: Annual survey covering the year 2017

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