A robust and recyclable polyurea-encapsulated copper(I) chloride for one-pot ring-opening/Huisgen cycloaddition/CO2 capture in water

Green Chem., 2016, 18,6357-6366
DOI: 10.1039/C6GC01956K, Paper

Yun Chen, Wei-Qiang Zhang, Bin-Xun Yu, Yu-Ming Zhao, Zi-Wei Gao, Ya-Jun Jian, Li-Wen Xu
One-pot ring-opening/Huisgen cycloaddition reactions combined with CO₂ capture were carried out successfully in the presence of polyurea-encapsulated CuCl.

A robust and recyclable polyurea-encapsulated copper(I) chloride for one-pot ring-opening/Huisgen cycloaddition/CO2 capture in water

A robust and recyclable polyurea-encapsulated copper(I) chloride for one-pot ring-opening/Huisgen cycloaddition/CO2 capture in water
Yun Chen,a Wei-Qiang Zhang,a Bin-Xun Yu,a Yu-Ming Zhao,a Zi-Wei Gao,*a Ya-Jun Jiana and Li-Wen Xu*ab
*Corresponding authors
aKey Laboratory of Applied Surface and Colloid Chemistry, Ministry of Education (MOE) and School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi’an 710062, P. R. China
E-mail: liwenxu@hznu.edu.cn, zwgao@snnu.edu.cn
bKey Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, No 1378, Wenyi West Road, Science Park of HZNU, Hangzhou 311121, P. R. China
Green Chem., 2016,18, 6357-6366
DOI: 10.1039/C6GC01956K

http://pubs.rsc.org/en/Content/ArticleLanding/2016/GC/C6GC01956K?utm_source=feedburner&utm_medium=feed&utm_campaign=Feed%3A+rss%2FGC+%28RSC+-+Green+Chem.+latest+articles%29#!divAbstract

Multicomponent ring-opening/Huisgen cycloaddition reactions combined with CO₂ capture with a polyurea-encapsulated copper salt as a catalyst that in situ formed from simple CuCl and soluble polyurea during the reaction were carried out successfully for the synthesis of β-hydroxytriazoles under exceptionally mild conditions, in which the polyurea-encapsulated copper(I) chloride proved to be a robust and recyclable catalyst system with high yields as well as excellent chemoselectivity in this reaction.

////////A robust and recyclable,  polyurea-encapsulated, copper(I) chloride,  one-pot,  ring-opening/Huisgen cycloaddition/CO2 capture in water

Metal-free annulation/aerobic oxidative dehydrogenation of cyclohexanones with o-acylanilines: efficient syntheses of acridines

 

Green Chem., 2016, Advance Article
DOI: 10.1039/C6GC02396G, Communication

Gopal Chandru Senadi, Ganesh Kumar Dhandabani, Wan-Ping Hu, Jeh-Jeng Wang
We have identified metal-free reaction conditions for the annulation/aerobic oxidative dehydrogenation of cyclohexanones with o-acylanilines to the corresponding acridine derivatives.

Metal-free annulation/aerobic oxidative dehydrogenation of cyclohexanones with o-acylanilines: efficient syntheses of acridines

Gopal Chandru Senadi,^a   Ganesh Kumar Dhandabani,^a  Wan-Ping Hu^b and   Jeh-Jeng Wang*^a  

*Corresponding authors

^aDepartment of Medicinal and Applied Chemistry, Kaohsiung Medical University, No. 100, Shiquan 1st Rd, Sanmin District, Kaohsiung City, Taiwan
E-mail: jjwang@kmu.edu.tw

^bDepartment of Biotechnology, Kaohsiung Medical University, No. 100, Shiquan 1st Rd, Sanmin District, Kaohsiung City, Taiwan

Green Chem., 2016, Advance Article

DOI: 10.1039/C6GC02396G, http://pubs.rsc.org/en/Content/ArticleLanding/2016/GC/C6GC02396G?utm_source=feedburner&utm_medium=feed&utm_campaign=Feed%3A+rss%2FGC+%28RSC+-+Green+Chem.+latest+articles%29#!divAbstract

Gopal Chandru Senadi

Kaohsiung Medical University

Department of Medicinal and Applied Chemistry

Kaohsiung, Taiwan

link……click

We have identified metal-free reaction conditions for the annulation/aerobic oxidative dehydrogenation of cyclohexanones with o-acylanilines to the corresponding acridine derivatives. The combination of trifluoroacetic acid (TFA), tert-butyl hydroperoxide (TBHP), dimethylsulfoxide (DMSO) and oxygen (O₂) converted the cyclohexanone derivatives to an aromatic aryl product in moderate to good yields. The experimental results suggest that this process involves an aza-allyl oxidation intermediate.

Prof. Jeh-Jeng Wang

Professor
Department of Medicinal and Applied Chemistry
Kaohsiung Medical University
Kaohsiung, Taiwan

Lab: N842, Bioorganic chemistry Laboratory
Email: jjwang@kmu.edu.tw
Tel: +886-7-3121101
Fax: 886-7-3125339

Click here to see my official Faculty page at KMU

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Prof. Jeh-Jeng Wang

Education: B.S., Chemistry, National Chung-Hsing University, Taiwan (1975-1979) Ph.D., Chemistry, The Ohio State University, USA (1983-1989) Career: Teaching Assistant, National Chung-Hsing University, Taiwan (1981-1983) Postdoctoral fellow, College of Pharmacy, University of Texas, Austin, USA (1989-1991) Associate Professor, Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Taiwan (1991-2001) Professor, Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Taiwan (since 2001)

 click on imageclick on image

 

 

3aa as a pale yellow solid (234 mg, 92%); m.p. 181-182 ° C; IR (neat)max: 1362 cm -1; 1 H NMR (400 MHz, CDCl3) δ 8.31 (d, J = 8.8 Hz, 2H), 7.76 (ddd, J = 8.0, 6.8, 1.6 Hz, 2H), 7.72 (d, J = 8.8 Hz, 2H), 7.66 – 7.56 (m, 3H), 7.49 – 7.41 (m, 4H);

13C NMR (101 MHz, CDCl3) δ 148.66, 147.24, 135.85, 130.37, 129.96, 129.45, 128.40, 128.31, 12

1H NMR

13 c nmr

 

 

//////////Metal-free annulatio, erobic oxidative dehydrogenation, cyclohexanones, o-acylanilines, acridines

Prof. J.J. Wang birthday party – October 21, 2016

 

Department of Medicinal and Applied Chemistry
Kaohsiung Medical University

Asymmetric synthesis of (S)-phenylacetylcarbinol – closing a gap in C–C bond formation

 

Green Chem., 2017, Advance Article
DOI: 10.1039/C6GC01803C, Communication

Torsten Sehl, Saskia Bock, Lisa Marx, Zaira Maugeri, Lydia Walter, Robert Westphal, Constantin Vogel, Ulf Menyes, Martin Erhardt, Michael Muller, Martina Pohl, Dorte Rother
By the combination of biocatalyst design and reaction engineering, the so far not stereoselectively accessible (S)-phenylacetylcarbinol could be enzymatically synthesized with product concentrations >48 g L^-1 and an enantiomeric excess up to 97%.

Asymmetric synthesis of (S)-phenylacetylcarbinol – closing a gap in C-C bond formation

Torsten Sehl,^ab   Saskia Bock,^a   Lisa Marx,^ac  Zaira Maugeri,^a   Lydia Walter,^d   Robert Westphal,^ae  Constantin Vogel,^fg   Ulf Menyes,^h   Martin Erhardt,^b  Michael Müller,^d   Martina Pohl^a and   Dörte Rother*^a  

*Corresponding authors

^aInstitute of Bio- and Geosciences, IBG-1: Biotechnology, Forschungszentrum Jülich GmbH, Leo-Brandt-Str. 1, 52425 Jülich, Germany
E-mail: do.rother@fz-juelich.de

^bHERBRAND PharmaChemicals GmbH, Brambachstr. 31, 77723 Gegenbach, Germany

^cAlbaNova University Center, Royal Institute of Technology – School of Biotechnology, Roslagstull 21, Stockholm, Sweden

^d

Institute of Pharmaceutical Sciences, Albert-Ludwigs-University Freiburg, Albertstrasse 25, 79104 Freiburg, Germany

^e

Merz Pharma GmbH & Co. KGaA, Am Pharmapark, D-06861 Dessau-Rosslau, Germany

^f

Institute of Technical Biochemistry, University of Stuttgart, Allmandring 31, 70569 Stuttgart, Germany

^g

TRUMPF GmbH+Co.KG, Ditzingen Johann-Maus-Straße 2, 71254 Ditzingen, Germany

^h

Enzymicals AG, Walther-Rathenau-Str 49a, 17489 Greifswald, Germany

Green Chem., 2017, Advance Article

DOI: 10.1039/C6GC01803C

http://pubs.rsc.org/en/Content/ArticleLanding/2017/GC/C6GC01803C?utm_source=feedburner&utm_medium=feed&utm_campaign=Feed%3A+rss%2FGC+%28RSC+-+Green+Chem.+latest+articles%29#!divAbstract

(S)-Phenylacetylcarbinol [(S)-PAC] and its derivatives are valuable intermediates for the synthesis of various active pharmaceutical ingredients (APIs), but their selective synthesis is challenging. As no highly selective enzymes or chemical catalysts were available, we used semi-rational enzyme engineering to tailor a potent biocatalyst to be >97% stereoselective for the synthesis of (S)-PAC. By optimizing the reaction and process used, industrially relevant product concentrations of >48 g L⁻¹ (up to 320 mM) were achieved. In addition, the best enzyme variant gave access to a broad range of ring-substituted (S)-PAC derivatives with high stereoselectivity, especially for meta-substituted products.

///////////Asymmetric synthesis, (S)-phenylacetylcarbinol, C-C bond formation

Algae-mediated biosynthesis of inorganic nanomaterials as a promising route in nanobiotechnology – a review

Green Chem., 2016, Advance Article
DOI: 10.1039/C6GC02346K, Critical Review

Si Amar Dahoumane, Mourad Mechouet, Kushlani Wijesekera, Carlos D. M. Filipe, Clemence Sicard, Dennis A. Bazylinski, Clayton Jeffryes
This review presents an exhaustive and in-depth description of inorganic nanoparticle biosynthesis from photosynthetic organisms, known mechanisms and bio-applications.

Algae-mediated biosynthesis of inorganic nanomaterials as a promising route in nanobiotechnology – a review

Si Amar Dahoumane,*^a   Mourad Mechouet,^b  Kushlani Wijesekera,^c   Carlos D. M. Filipe,^c  Clémence Sicard,^d   Dennis A. Bazylinski^e and  Clayton Jeffryes*^f  

*Corresponding authors

^aSchool of Biological Sciences & Engineering, Yachay Tech University, Hacienda San José, San Miguel de Urcuquí, Ecuador
E-mail: sdahoumane@yachaytech.edu.ec

^bLaboratoire de Physique et Chimie des Matériaux, Université Mouloud Mammeri, Route de Hasnaoua, Tizi-Ouzou, Algeria

^cDepartment of Chemical Engineering, McMaster University, 1280 Main St. W., Hamilton, Canada

^dInstitut Lavoisier de Versailles, UMR CNRS 8180, Université de Versailles St-Quentin-en-Yvelines, Université Paris Saclay, 45 avenue des Etats-Unis, 78035 Versailles Cedex, France

^eSchool of Life Sciences, University of Nevada at Las Vegas, 4505 S. Maryland Pkwy., Las Vegas, USA

^fNanobiomaterials and Bioprocessing (NAB) Laboratory, Dan F. Smith Department of Chemical Engineering, Lamar University, PO Box 10009, Beaumont, USA
E-mail: cjeffryes@lamar.edu

Green Chem., 2016, Advance Article

DOI: 10.1039/C6GC02346K, http://pubs.rsc.org/en/Content/ArticleLanding/2016/GC/C6GC02346K?utm_source=feedburner&utm_medium=feed&utm_campaign=Feed%3A+rss%2FGC+%28RSC+-+Green+Chem.+latest+articles%29#!divAbstract

Promising nanotechnological platforms, based on inorganic nanoparticles and nanomaterials, have emerged in such fields as targeted drug delivery, bio- and chemical sensing, catalysis, antimicrobial coatings, and optoelectronic devices, among others. However, concerns regarding the sustainability of physicochemically-synthesized nanomaterials, which often require energy-intensive processes, high temperatures, toxic solvents or undesirable chemical wastes, have also emerged. Researchers have therefore looked to replace chemical syntheses by sustainable and environmentally friendly techniques. Biosynthesis of nanomaterials, i.e., the use of living organisms, their components, extracts or biomolecules, as catalysts for the sustainable production of nanomaterials, has experienced a tremendous expansion during the last two decades. Among these production platforms, the roles of algae have attracted increasing attention from research scientists worldwide. The aim of the present review, the first of its kind, is to provide important information to readers regarding the diversity of algal strains exploited in the booming field of nanobiotechnology and green chemistry, the various methodologies through which these diverse organisms are used, the variety of fabricated nanomaterials composed of noble metals, oxides and chalcogenides, and the significance of the large range of sizes and shapes of these nanomaterials that confer to them unique properties desirable for specific bio-applications.

 

////////Algae-mediated biosynthesis, inorganic nanomaterials, promising route, nanobiotechnology, review