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Suriyanarayanan, Subramanian
Publications (10 of 16) Show all publications
Kathiravan, S., Suriyanarayanan, S. & Nicholls, I. A. (2019). Electrooxidative Amination of sp2 C–H Bonds: Coupling of Amines with Aryl Amides via Copper Catalysis. Organic Letters, 21(7), 1968-1972
Open this publication in new window or tab >>Electrooxidative Amination of sp2 C–H Bonds: Coupling of Amines with Aryl Amides via Copper Catalysis
2019 (English)In: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 21, no 7, p. 1968-1972Article in journal (Refereed) Published
Abstract [en]

Metal-catalyzed cross-coupling reactions are among the most important transformations in organic synthesis. However, the use of C−H activation for sp2 C−N bond formation remains one of the major challenges in the field of crosscoupling chemistry. Described herein is the first example of the synergistic combination of copper catalysis and electrocatalysis for aryl C−H amination under mild reaction conditions in an atom-and step-economical manner with the liberation of H2 as the sole and benign byproduct.

Place, publisher, year, edition, pages
American Chemical Society (ACS), 2019
National Category
Organic Chemistry
Research subject
Chemistry, Organic Chemistry
Identifiers
urn:nbn:se:lnu:diva-81882 (URN)10.1021/acs.orglett.9b00003 (DOI)000464247500007 ()30785289 (PubMedID)2-s2.0-85062334838 (Scopus ID)
Available from: 2019-04-12 Created: 2019-04-12 Last updated: 2019-08-29Bibliographically approved
Nilsson, S. M. E., Suriyanarayanan, S., Kathiravan, S., Yli-Kauhaluoma, J., Kotiaho, T. & Nicholls, I. A. (2019). Enantioselective hyperporous molecularly imprinted thin film polymers. RSC Advances, 9(58), 33653-33656
Open this publication in new window or tab >>Enantioselective hyperporous molecularly imprinted thin film polymers
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2019 (English)In: RSC Advances, ISSN 2046-2069, E-ISSN 2046-2069, Vol. 9, no 58, p. 33653-33656Article in journal (Refereed) Published
Abstract [en]

Significant enantioselective recognition has been achieved through the introduction of long range ordered and highly interconnected 300 nm diameter pores in molecularly imprinted polymer matrices.

Place, publisher, year, edition, pages
Royal Society of Chemistry, 2019
National Category
Polymer Chemistry
Research subject
Chemistry, Organic Chemistry
Identifiers
urn:nbn:se:lnu:diva-90327 (URN)10.1039/c9ra07425b (DOI)000496137600012 ()
Available from: 2019-11-29 Created: 2019-11-29 Last updated: 2019-11-29Bibliographically approved
Suriyanarayanan, S., Olsson, G. D., Kathiravan, S., Ndizeye, N. & Nicholls, I. A. (2019). Non-Ionic Deep Eutectic Liquids: Acetamide-Urea Derived Room Temperature Solvents. International Journal of Molecular Sciences, 20(12), Article ID 2857.
Open this publication in new window or tab >>Non-Ionic Deep Eutectic Liquids: Acetamide-Urea Derived Room Temperature Solvents
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2019 (English)In: International Journal of Molecular Sciences, ISSN 1422-0067, E-ISSN 1422-0067, Vol. 20, no 12, article id 2857Article in journal (Refereed) Published
Abstract [en]

A family of non-ionic deep eutectic liquids has been developed based upon mixtures of solid N-alkyl derivatives of urea and acetamide that in some cases have melting points below room temperature. The eutectic behaviour and physical characteristics of a series of eleven eutectic mixtures are presented, along with a molecular dynamics study-supported hypothesis for the origin of the non-ideal mixing of these substances. Their use as solvents in applications ranging from natural product extraction to organic and polymer synthesis are demonstrated.

Place, publisher, year, edition, pages
MDPI, 2019
Keywords
deep-eutectic solvent, flickering cluster, acetamide-urea
National Category
Organic Chemistry
Research subject
Chemistry, Organic Chemistry
Identifiers
urn:nbn:se:lnu:diva-86961 (URN)10.3390/ijms20122857 (DOI)000473756000007 ()31212745 (PubMedID)2-s2.0-85068473566 (Scopus ID)
Available from: 2019-07-23 Created: 2019-07-23 Last updated: 2019-08-29Bibliographically approved
Ndizeye, N., Suriyanarayanan, S. & Nicholls, I. A. (2019). Polymer synthesis in non-ionic deep eutectic solvents. Polymer Chemistry, 10(39), 5289-5295
Open this publication in new window or tab >>Polymer synthesis in non-ionic deep eutectic solvents
2019 (English)In: Polymer Chemistry, ISSN 1759-9954, E-ISSN 1759-9962, Vol. 10, no 39, p. 5289-5295Article in journal (Refereed) Published
Abstract [en]

Herein, we report the use of the use of non-ionic deep eutectic solvents (ni-DESs) as porogens in polymer synthesis. Three ni-DES systems, acetamide-N-methylacetamide (AA-NMA), N-methylacetamide-N-methylurea (NMA-NMU) and N-methylacetamide-N,N'-dimethylurea (NMA-NN'DMU), were deployed in the synthesis of a series of cross-linked copolymer monoliths comprised of a functional monomer, methacrylic acid (MAA) or hydroxyethylmethacrylate (HEMA), and a cross-linking monomer, ethylene glycol dimethylacrylate (EGDMA) or divinylbenzene (DVB) or 1,4-bis(acryloyl)piperazine (BAP). Polymers were synthesized under thermally initiated conditions with 2,2'-azobis(2-methylpropionitrile) (AIBN) or 2,2'-azobis(2-amidinopropane) dihydrochloride (ABAH) as an initiator. The resulting polymer monoliths were ground and sieved to yield particles of 63-125 mu m. Corresponding polymers prepared in conventional porogens, acetonitrile, toluene and water were synthesized to serve as controls. The influence of the respective niDESs on polymer morphologies was examined by Brunauer-Emmett-Teller (BET) N2-adsorption, Fourier transform infrared spectroscopy (FT-IR), elemental analysis, scanning electron microscopy (SEM) and zeta potential measurements. The materials displayed surface areas, pore volumes and pore diameters of 115-532 m(2) g(-1), 0.1-1.4 cm(3) g(-1) and 5.2-12.5 nm, generally comparable with those of polymers obtained using conventional solvents, thus presenting these ni-DESs as viable alternatives to conventional organic solvents. The post-polymerization recovery of the ni-DESs (>80%) was demonstrated, highlighting the potential for using these novel liquids as alternatives to conventional, and often more expensive, toxic, flammable or volatile solvents in polymer synthesis.

Place, publisher, year, edition, pages
Royal Society of Chemistry, 2019
National Category
Polymer Chemistry
Research subject
Chemistry, Organic Chemistry
Identifiers
urn:nbn:se:lnu:diva-89808 (URN)10.1039/c9py01039d (DOI)000489265500013 ()
Available from: 2019-10-25 Created: 2019-10-25 Last updated: 2019-10-25Bibliographically approved
Mandal, S., Suriyanarayanan, S., Nicholls, I. A. & Ramanujam, K. (2018). Electrochemically synthesized molecularly imprinted polyaniline nanostructure: A recognition matrix for biotinylated targets. Paper presented at 255th National Meeting and Exposition of the American-Chemical-Society (ACS) - Nexus of Food, Energy, and Water, MAR 18-22, 2018, New Orleans, LA. Abstract of Papers of the American Chemical Society, 255
Open this publication in new window or tab >>Electrochemically synthesized molecularly imprinted polyaniline nanostructure: A recognition matrix for biotinylated targets
2018 (English)In: Abstract of Papers of the American Chemical Society, ISSN 0065-7727, Vol. 255Article in journal, Meeting abstract (Other academic) Published
Place, publisher, year, edition, pages
American Chemical Society (ACS), 2018
National Category
Chemical Sciences
Research subject
Natural Science, Chemistry
Identifiers
urn:nbn:se:lnu:diva-76897 (URN)000435537700366 ()
Conference
255th National Meeting and Exposition of the American-Chemical-Society (ACS) - Nexus of Food, Energy, and Water, MAR 18-22, 2018, New Orleans, LA
Available from: 2018-07-17 Created: 2018-07-17 Last updated: 2018-07-17Bibliographically approved
Ndizeye, N., Suriyanarayanan, S. & Nicholls, I. A. (2018). Hierarchical polymeric architectures through molecular imprinting in liquid crystalline environments. European Polymer Journal, 106, 223-231
Open this publication in new window or tab >>Hierarchical polymeric architectures through molecular imprinting in liquid crystalline environments
2018 (English)In: European Polymer Journal, ISSN 0014-3057, E-ISSN 1873-1945, Vol. 106, p. 223-231Article in journal (Refereed) Published
Abstract [en]

The use of liquid crystalline (LC) media as sacrificial templates during the polymer synthesis has been explored. The LC-media introduce morphological features into resultant polymers which when used together with molecular imprinting can produce materials with hierarchical architectures. Bupivacaine (1) imprinted co-polymers of 2-hydroxyethylmethacrylate (HEMA) (2a) and 1,4-divinylbenzene (DVB) (3a) were synthesized using photochemical initiation in lyotrophic liquid crystalline phases of AOT (5) in water/p-xylene and Triton X-100 (6) /water systems. SEM studies revealed the impact of the LC-media on polymer morphology, with polymer brush-like structures, with bristles of ≈30 nm diameter. The polymer morphology reflects that of the hexagonal phase of the LC medium. The rebinding characteristics of polymer films were evaluated quartz crystal microbalance (QCM, under FIA conditions). The influence of the presence of imprinting-derived recognition sites in AOT (5) in water/p-xylene polymer film induced brush-like features which provided a 25-fold enhancement of sensor sensitivity. This chemosensor was shown to be selective for the local anesthetic template, bupivacaine, through studies using the structural analogues ropivacaine and mepivacaine.

Place, publisher, year, edition, pages
Elsevier, 2018
Keywords
Bupivacaine, liquid crystalline medium, molecularly imprinted polymer, nanostructured polymer films, piezoelectric sensor, quartz crystal microbalance
National Category
Polymer Chemistry
Research subject
Chemistry, Organic Chemistry
Identifiers
urn:nbn:se:lnu:diva-78287 (URN)10.1016/j.eurpolymj.2018.07.036 (DOI)000445993400027 ()2-s2.0-85050408593 (Scopus ID)
Available from: 2018-10-11 Created: 2018-10-11 Last updated: 2019-08-29Bibliographically approved
Mandal, S., Suriyanarayanan, S., Nicholls, I. A. & Ramanujam, K. (2018). Selective Sensing of the Biotinyl Moiety Using Molecularly Imprinted Polyaniline Nanowires. Journal of the Electrochemical Society, 165(14), B669-B678
Open this publication in new window or tab >>Selective Sensing of the Biotinyl Moiety Using Molecularly Imprinted Polyaniline Nanowires
2018 (English)In: Journal of the Electrochemical Society, ISSN 0013-4651, E-ISSN 1945-7111, Vol. 165, no 14, p. B669-B678Article in journal (Refereed) Published
Abstract [en]

A chemosensor for selective recognition of biotinyl moiety has been devised using electropolymerized film and tested against selective biotinylated targets. The sensor comprises biotin molecularly imprinted polymer (MIP) polymeric nanowires, as a recognition element, overlaid on gold-coated quartz transducers. The preparation of nanostructured MIPs and reference systems have been demonstrated using electrochemical copolymerization of the stabilized complex between the template (biotin), the functional monomer (4-aminobenzoic acid), and cross-linker (aniline) and/or sacrificial biotin-modified Al2O3 membrane. Density functional theoretical studies signify formation of a stable hydrogen-bonded complex of biotin with 4-aminobenzoic acid in the pre-polymerization mixture. Scanning electron microscope studies revealed uniformly grown and densely packed polyaniline hierarchical structures. Piezoelectric microgravimetry under flow injection analysis (FIA) conditions revealed selective binding of biotin methyl ester (BtOMe, 4) (79.89 +/- 2.17 Hz/mM) with imprinted polyaniline hierarchical structures over 10 fold higher than the non-imprinted counterpart. The detection limit of the MIP is 50 nM under optimized conditions. Particularly, the sensor selectively recognizes BtOMe from structural or functional analogues, such as thiamine (4.87 +/- 0.10 Hz/mM) and pyridoxamine (12.08 +/- 0.24 Hz/mM). Importantly, the MIP hierarchical structures were shown to be selective for biotinylated targets (biotin moiety labeled cytochrome C, dextran, oxytocin and obestatin). (C) 2018 The Electrochemical Society.

Place, publisher, year, edition, pages
Electrochemical Society, 2018
National Category
Biochemistry and Molecular Biology Biophysics
Research subject
Chemistry, Biochemistry
Identifiers
urn:nbn:se:lnu:diva-78608 (URN)10.1149/2.0401814jes (DOI)000447842800001 ()2-s2.0-85067498186 (Scopus ID)
Available from: 2018-11-02 Created: 2018-11-02 Last updated: 2019-08-29Bibliographically approved
Nicholls, I. A., Olsson, G. D., Karlsson, B. C. G., Suriyanarayanan, S. & Wiklander, J. G. (2018). Theoretical and Computational Strategies in Molecularly Imprinted Polymer Development. In: Wlodzimierz Kutner, Piyush Sindhu Sharma (Ed.), Molecularly Imprinted Polymers for Analytical Chemistry Applications: (pp. 197-226). London: Royal Society of Chemistry
Open this publication in new window or tab >>Theoretical and Computational Strategies in Molecularly Imprinted Polymer Development
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2018 (English)In: Molecularly Imprinted Polymers for Analytical Chemistry Applications / [ed] Wlodzimierz Kutner, Piyush Sindhu Sharma, London: Royal Society of Chemistry, 2018, p. 197-226Chapter in book (Refereed)
Abstract [en]

Theoretical and computational studies of molecular imprinting have helped provide valuable insights concerning the nature of the molecular-level events underlying the recognition characteristics of molecularly imprinted materials. Here, we first present an overview of a thermodynamic treatment of factors governing the behaviour of these functional materials, and then a summary of the development and current status of the use of computational strategies for studying aspects of molecular imprinting and the resulting material properties.

Place, publisher, year, edition, pages
London: Royal Society of Chemistry, 2018
Series
Polymer Chemistry Series
National Category
Theoretical Chemistry
Research subject
Chemistry, Organic Chemistry
Identifiers
urn:nbn:se:lnu:diva-81879 (URN)10.1039/9781788010474-00197 (DOI)2-s2.0-85047140306 (Scopus ID)978-1-78262-647-3 (ISBN)978-1-78801-047-4 (ISBN)978-1-78801-427-4 (ISBN)
Available from: 2019-04-12 Created: 2019-04-12 Last updated: 2019-08-29Bibliographically approved
Suriyanarayanan, S., Mandal, S., Ramanujam, K. & Nicholls, I. A. (2017). Electrochemically synthesized molecularly imprinted polythiophene nanostructures as recognition elements for an aspirin-chemosensor. Sensors and actuators. B, Chemical, 253, 428-436
Open this publication in new window or tab >>Electrochemically synthesized molecularly imprinted polythiophene nanostructures as recognition elements for an aspirin-chemosensor
2017 (English)In: Sensors and actuators. B, Chemical, ISSN 0925-4005, E-ISSN 1873-3077, Vol. 253, p. 428-436Article in journal (Refereed) Published
Abstract [en]

A chemosensor utilizing electro-polymerized film, as recognition element, has been devised and tested for selective determination of aspirin. The sensor consists of molecularly imprinted polymer (MIP) recognition elements electrodeposited as polymeric nanowires on gold-coated quartz resonator. A nano structures were prepared by electrochemical co-polymerization of the preformed complex between the template, aspirin, the functional monomers, 3-thienylboronic acid (3-TBA) and 3-thiopheneacetic acid (3-TAA), and thiophene, which was employed as a cross-linker. This nanostructure upon leaching aspirin serve as MIP. Polymerizations were performed in acetonitrile (MIP-org) as well as a micelle forming medium (MIP-mic). For MIP nanowire (MIP-ano) synthesis, sacrificial alumina templates were used during electro-polymerization in acetonitrile. Scanning electron microscope studies revealed compactly arranged polythiophene nanowires of uniform thickness in MIP-ano film, and MIP-mic film produced aggregated micron sized polymer structures. Density functional theoretical studies indicated a stable hydrogen bond-based complexation of aspirin by 3-TBA and 3-TAA in the pre-polymerization mixture implying that the MIP film thus prepared could selectively rebind the aspirin template. The MIP-ano-based chemosensor was sensitive towards aspirin (0.5-10 mM), over clinically relevant range (0.15-0.5 mM) under optimized FIA conditions. The sensitivity (20.62 Hz/mM) of the MIP-ano was eight and fifteen times higher than the MIP-mic (2.80 Hz/mM) and MIP-org (1.10 Hz/mM). Notably, the sensor selectively discriminates aspirin from structurally or functionally related interferants and metabolites, such as, salicylic acid, acetylsalicyloyl chloride and ibuprofen. (C) 2017 Elsevier B.V. All rights reserved.

Place, publisher, year, edition, pages
Elsevier, 2017
Keywords
Electrochemical polymerization, Aspirin chemosensor, Quartz crystal microbalance, Sacrificial template
National Category
Organic Chemistry
Research subject
Chemistry, Organic Chemistry
Identifiers
urn:nbn:se:lnu:diva-68574 (URN)10.1016/j.snb.2017.05.076 (DOI)000411124800051 ()2-s2.0-85021730310 (Scopus ID)
Available from: 2017-11-02 Created: 2017-11-02 Last updated: 2019-08-29Bibliographically approved
Nicholls, I. A., Chavan, S., Golker, K., Karlsson, B. C. G., Olsson, G. D., Rosengren, A. M., . . . Wiklander, J. G. (2015). Theoretical and Computational Strategies for the Study of the Molecular Imprinting Process and Polymer Performance. In: Mattiasson, B. & Ye, L. (Ed.), Molecularly Imprinted Polymers in Biotechnology: (pp. 25-50). Berlin: Springer
Open this publication in new window or tab >>Theoretical and Computational Strategies for the Study of the Molecular Imprinting Process and Polymer Performance
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2015 (English)In: Molecularly Imprinted Polymers in Biotechnology / [ed] Mattiasson, B. & Ye, L., Berlin: Springer, 2015, p. 25-50Chapter in book (Refereed)
Abstract [en]

The development of in silico strategies for the study of the molecular imprinting process and the properties of molecularly imprinted materials has been driven by a growing awareness of the inherent complexity of these systems and even by an increased awareness of the potential of these materials for use in a range of application areas. Here we highlight the development of theoretical and computational strategies that are contributing to an improved understanding of the mechanisms underlying molecularly imprinted material synthesis and performance, and even their rational design.

Place, publisher, year, edition, pages
Berlin: Springer, 2015
Series
Advances in Biochemical Engineering-Biotechnology, ISSN 0724-6145 ; 150
National Category
Polymer Technologies
Research subject
Chemistry, Organic Chemistry
Identifiers
urn:nbn:se:lnu:diva-42600 (URN)10.1007/10_2015_318 (DOI)000365222300003 ()2-s2.0-84938411248 (Scopus ID)978-3-319-20729-2 (ISBN)978-3-319-20728-5 (ISBN)
Available from: 2015-04-15 Created: 2015-04-15 Last updated: 2018-11-02Bibliographically approved
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