Jingyang Jiang

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Name: 蒋景阳; Jiang, JingYang

Organization: Dalian University of Technology , China

Department: State Key Laboratory of Fine Chemicals

Title: Professor(PhD)

TOPICS

Organic Chemistry

Chemicals
References

Green Route for the Preparation of p-Aminophenol from Nitrobenzene by Catalytic Hydrogenation in Pressurized CO2/H2O System

Co-reporter:Tingting Zhang, Jingyang Jiang, and Yanhua Wang

Organic Process Research & Development 2015 Volume 19(Issue 12) pp:2050-2054

Publication Date(Web):November 25, 2015

DOI:10.1021/acs.oprd.5b00307

The preparation of p-aminophenol from nitrobenzene by one-pot catalytic hydrogenation and in situ acid-catalyzed Bamberger rearrangement was first realized in a pressurized CO2/H2O system. By employing Pt–Sn/Al2O3 as catalyst, nitrobenzene could be converted to p-aminophenol with selectivity as high as 85% when the reaction was carried out at 140 °C under 5.5 MPa CO2 and 0.2 MPa H2. This new protocol is environmentally benign because it is fully rid of the use of mineral acid by the application of self-neutralizable carbonic acid.

The thermoregulated ligandpalladium-catalyzed carbonylative Sonogashira coupling of aryl iodides with terminal alkynes in water

Co-reporter:Yuanping Hao;Yanhua Wang ;Zilin Jin

Applied Organometallic Chemistry 2015 Volume 29( Issue 9) pp:608-611

Publication Date(Web):

DOI:10.1002/aoc.3337

The carbonylative Sonogashira coupling of aryl iodides with terminal alkynes was studied by using thermoregulated ligand–palladium as an efficient and reusable catalyst at 80 °C in water. The corresponding alkynone products were obtained in good to excellent yields under 1 atm of carbon monoxide. The isolation of the products was readily achieved by extraction with ethyl acetate, and the catalyst recovered in water can be reused and recycled up to four times without significant loss in catalytic activity. Copyright © 2015 John Wiley & Sons, Ltd.

Synthesis of 4,4′-spirobi[pentacyclo[5.4.0.02,6.03,10.05,9]undecane]

Co-reporter:Yijun Shi, Jingyang Jiang, Jianzhi Wang, Yanhua Wang

Tetrahedron Letters 2015 Volume 56(Issue 48) pp:6704-6706

Publication Date(Web):2 December 2015

DOI:10.1016/j.tetlet.2015.10.050

4,4′-Spirobi[pentacyclo[5.4.0.02,6.03,10.05,9]undecane] (10) is first successfully prepared by a nine step synthetic scheme starting from the key intermediate (cyclopentadiene derivate, 2). This synthetic scheme avoids using the hardly obtainable spiro[4.4]nonatetraene (18) as the starting material. In the structure of 10, two polycyclic cages share one spiro-carbon so that it has high density (1.2663 g/cm3) and high volumetric heat of combustion (53.353 MJ/L).

Aqueous/organic biphasic hydroformylation of 1-octene catalyzed by Co2(CO)8/Ph2P(CH2CH2O)nMe

Co-reporter:Dan Wu;Jianwei Zhang;Yanhua Wang;Zilin Jin

Applied Organometallic Chemistry 2012 Volume 26( Issue 12) pp:718-721

Publication Date(Web):

DOI:10.1002/aoc.2916

The aqueous/organic biphasic hydroformylation of 1-octene catalyzed by Co₂(CO)₈/Ph₂P(CH₂CH₂O)_nMe, an in situ formed thermoregulated phase-transfer cobalt catalyst, has been developed. The catalyst activity in this biphasic system was as high as that in the homogeneous system. The yield of oxo-products was 93% when the reaction was carried out at 180 °C and under 4.0 MPa syngas pressure for 20 h. The catalyst could be easily recovered in the aqueous phase by decanting after the reaction system was cooled, and reused in consecutive reaction without any treatment. The loss of Co in the organic phase was less than 1% on average of five successive runs. Copyright © 2012 John Wiley & Sons, Ltd.

Supported bimetallic catalyst Pt-Pb/SiO2 for selective conversion of nitrobenzene to p-aminophenol in pressurized CO2/H2O system

Co-reporter:Ting-Ting Zhang, Jing-Yang Jiang, Yan-Hua Wang

Chinese Chemical Letters (February 2017) Volume 28(Issue 2) pp:

Publication Date(Web):February 2017

DOI:10.1016/j.cclet.2016.07.029

Various supported Pt-Pb bimetallic catalysts were prepared and applied for the catalytic conversion of nitrobenzene to p-aminophenol in the environmentally benign pressurized CO2/H2O system. Among the bimetallic catalysts prepared, Pt-Pb/SiO2 is the best and nitrobenzene could be converted to p-aminophenol with a selectivity as high as 82% when the reaction was carried out using this catalyst at 110 °C under 5 MPa CO2 and 0.2 MPa H2.Nitrobenzene was converted to p-aminophenol with the selectivity as high as 82% in the pressurized CO2/H2O system.

An efficient and recyclable thermoregulated phosphine–palladium catalyst for the carbonylative Suzuki coupling of aryl halides with arylboronic acids in water

Co-reporter:Yuanping Hao, Jingyang Jiang, Yanhua Wang, Zilin Jin

Catalysis Communications (5 November 2015) Volume 71() pp:106-110

Publication Date(Web):5 November 2015

DOI:10.1016/j.catcom.2015.08.008

•The carbonylative Suzuki coupling reaction was carried out in pure water.•Thermoregulated phosphine–palladium catalyst was used.•The catalyst exhibited high catalytic activity for the synthesis of biaryl ketones.•Both aryl halides (I,Br) and benzyl chloride were suitable substrates.•The palladium catalyst can be simply recovered and efficiently reused up to 8 runs.An efficient protocol has been developed for the carbonylative Suzuki coupling of aryl halides using the thermoregulated phosphine–palladium as a reusable catalyst in pure water. This protocol was applied to a wide variety of hindered and functionalized aryl iodides and bromides with arylboronic acids, to afford the desired biaryl ketones in good to high yields. The palladium catalyst was easily recovered in the aqueous phase and reused up to eight cycles without a significant decrease in its activity.Download full-size image

Synthesis of 4,4′-bipentacyclo[5.4.0.02,6.03,10.05,9]undecane

Co-reporter:Yijun Shi, Jingyang Jiang, Li Ma, Jianzhi Wang, Wei Li

Tetrahedron Letters (5 April 2017) Volume 58(Issue 14) pp:

Publication Date(Web):5 April 2017

DOI:10.1016/j.tetlet.2017.02.045

•A new synthetic strategy to construct two cages simultaneously was designed.•A new bi-cage hydrocarbon was synthesized through a three steps synthetic route.•The bi-cage hydrocarbon has high density and high volumetric heat of combustion.•The intramolecular [2+2] photocyclization can be carried out in sunlight.A new bi-cage hydrocarbon, 4,4′-bipentacyclo[5.4.0.02,6.03,10.05,9]undecane (12) was designed based on a strategy to construct two cages simultaneously from one key molecule scaffold. Thus 12 was conveniently synthesized from 5,5′-bi(cyclopentadiene) (9) through a three steps synthetic route in 23% overall yield. The new bi-cage hydrocarbon has high density (1.2322 g/cm3) and high volumetric heat of combustion (51.670 MJ/L).