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Publications (10 of 12) Show all publications
Kathiravan, S. (2019). Electrochemically enabled copper-catalyzed C-H amination using electricity as an oxidant. Paper presented at 257th National Meeting of the American-Chemical-Society (ACS), MAR 31-APR 04, 2019, Orlando, FL. Abstracts of Papers of the American Chemical Society, 257
Open this publication in new window or tab >>Electrochemically enabled copper-catalyzed C-H amination using electricity as an oxidant
2019 (English)In: Abstracts of Papers of the American Chemical Society, ISSN 0065-7727, Vol. 257Article in journal, Meeting abstract (Other academic) Published
Place, publisher, year, edition, pages
American Chemical Society (ACS), 2019
National Category
Chemical Sciences
Research subject
Natural Science, Chemistry
Identifiers
urn:nbn:se:lnu:diva-88843 (URN)000478861203743 ()
Conference
257th National Meeting of the American-Chemical-Society (ACS), MAR 31-APR 04, 2019, Orlando, FL
Available from: 2019-08-29 Created: 2019-08-29 Last updated: 2019-08-29Bibliographically approved
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
Kathiravan, S. & Nicholls, I. A. (2017). Cobalt Catalyzed, Regioselective C(sp(2))-H Activation of Amides with 1,3-Diynes. Organic Letters, 19(18), 4758-4761
Open this publication in new window or tab >>Cobalt Catalyzed, Regioselective C(sp(2))-H Activation of Amides with 1,3-Diynes
2017 (English)In: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 19, no 18, p. 4758-4761Article in journal (Refereed) Published
Abstract [en]

The development of a first row transition metal (cobalt)-based catalyst for the as yet unexplored CH activation-driven reaction of 1,3-diynes, themselves a functional class of interest in a range of application areas, to form isoquinolinonesan important structural motif in a number of biologically active substancesis presented. This versatile and inexpensive catalyst employs a covalently attached bidendate-directing group, 8-aminoquinoline. The template directs the CH activation and facilitates the synthesis of a wide range of alkynylated heterocycles under mild conditions and with excellent regioselectivity. This strategy provides a novel and efficient route to diverse heterocyclic frameworks as demonstrated by its late stage application in bisheterocycle syntheses.

Place, publisher, year, edition, pages
American Chemical Society (ACS), 2017
National Category
Organic Chemistry
Research subject
Chemistry, Organic Chemistry
Identifiers
urn:nbn:se:lnu:diva-68333 (URN)10.1021/acs.orglett.7b02119 (DOI)000411304300014 ()28846427 (PubMedID)2-s2.0-85029506598 (Scopus ID)
Available from: 2017-10-12 Created: 2017-10-12 Last updated: 2019-08-29Bibliographically approved
Kathiravan, S. & Nicholls, I. A. (2017). Monoprotected L-Amino Acid (L-MPAA), Accelerated Bromination, Chlorination, and Iodination of C(sp(2))-H Bonds by Iridium(III) Catalysis. Chemistry - A European Journal, 23(29), 7031-7036
Open this publication in new window or tab >>Monoprotected L-Amino Acid (L-MPAA), Accelerated Bromination, Chlorination, and Iodination of C(sp(2))-H Bonds by Iridium(III) Catalysis
2017 (English)In: Chemistry - A European Journal, ISSN 0947-6539, E-ISSN 1521-3765, Vol. 23, no 29, p. 7031-7036Article in journal (Refereed) Published
Abstract [en]

Halogenated arenes are important structural motifs commonly found in biologically active molecules and used for a variety of transformations in organic synthesis. Herein, we report the mono-protected L-amino acid (L-MPAA) accelerated iridium(III)-catalyzed halogenation of (hetero)anilides at room temperature. This reaction constitutes the first example of an iridium(III)/L-MPAA-catalyzed general halogenation of (hetero)arenes through C(sp(2))-H activation. Furthermore, we demonstrate the potential utility of our method through its use in the synthesis of a quinolone derivative.

Place, publisher, year, edition, pages
Wiley-Blackwell, 2017
Keywords
anilides, C-H activation, halogenation, iridium, L-MPAA
National Category
Chemical Sciences
Research subject
Natural Science, Chemistry
Identifiers
urn:nbn:se:lnu:diva-66986 (URN)10.1002/chem.201700280 (DOI)000401992100016 ()28221698 (PubMedID)2-s2.0-85016588726 (Scopus ID)
Available from: 2017-07-20 Created: 2017-07-20 Last updated: 2019-08-29Bibliographically approved
Kathiravan, S. & Nicholls, I. A. (2017). Rhodium(III)-catalysed, redox-neutral C(sp(2))-H alkenylation using pivalimide as a directing group with internal alkynes. Tetrahedron Letters, 58(1), 1-4
Open this publication in new window or tab >>Rhodium(III)-catalysed, redox-neutral C(sp(2))-H alkenylation using pivalimide as a directing group with internal alkynes
2017 (English)In: Tetrahedron Letters, ISSN 0040-4039, E-ISSN 1359-8562, Vol. 58, no 1, p. 1-4Article in journal (Refereed) Published
Abstract [en]

In the presence of [RhCp*Cl(2)l(2), N-pivaloyl anilines react with internal alkynes to give the corresponding 2-alkenylpivalimides under redox neutral conditions through C-H activation. This redox neutral hydroarylation, which does not require an external organic acid, unlocks a regioselective synthetic route to 2-alkenyl anilines and is generally applicable to diversely substituted electron rich and electron poor pivalimides. (C) 2016 Elsevier Ltd. All rights reserved.

Place, publisher, year, edition, pages
Elsevier, 2017
Keywords
Hydroarylation, Internal alkynes, Redox-neutral, Rhodium catalysis, Pivalimide
National Category
Chemical Sciences
Research subject
Natural Science, Chemistry
Identifiers
urn:nbn:se:lnu:diva-60802 (URN)10.1016/j.tetlet.2016.11.039 (DOI)000392038800001 ()2-s2.0-85006455495 (Scopus ID)
Available from: 2017-02-21 Created: 2017-02-21 Last updated: 2019-09-10Bibliographically approved
Kathiravan, S. (2017). Towards novel perfluoroalkylation of arenes. Paper presented at 254th National Meeting and Exposition of the American-Chemical-Society (ACS) on Chemistry's Impact on the Global Economy, AUG 20-24, 2017, Washington, DC. Abstract of Papers of the American Chemical Society, 254
Open this publication in new window or tab >>Towards novel perfluoroalkylation of arenes
2017 (English)In: Abstract of Papers of the American Chemical Society, ISSN 0065-7727, Vol. 254Article in journal, Meeting abstract (Other academic) Published
Place, publisher, year, edition, pages
American Chemical Society (ACS), 2017
National Category
Chemical Sciences
Research subject
Natural Science, Chemistry
Identifiers
urn:nbn:se:lnu:diva-76495 (URN)000429556701736 ()
Conference
254th National Meeting and Exposition of the American-Chemical-Society (ACS) on Chemistry's Impact on the Global Economy, AUG 20-24, 2017, Washington, DC
Available from: 2018-06-28 Created: 2018-06-28 Last updated: 2019-04-12Bibliographically approved
Kathiravan, S., Ghosh, S., Hogarth, G. & Nicholls, I. A. (2015). Copper catalysed amidation of aryl halides through chelation assistance. Chemical Communications, 51(23), 4834-4837
Open this publication in new window or tab >>Copper catalysed amidation of aryl halides through chelation assistance
2015 (English)In: Chemical Communications, ISSN 1359-7345, E-ISSN 1364-548X, Vol. 51, no 23, p. 4834-4837Article in journal (Refereed) Published
Abstract [en]

A copper mediated C-N bond formation for the amidation of aryl halides using 8-aminoquinoline has been developed. This strategy provides efficient access to amides bearing two contiguous heterocyclic moieties and does not require the presence of additional ligands.

National Category
Chemical Sciences
Research subject
Chemistry, Organic Chemistry
Identifiers
urn:nbn:se:lnu:diva-42145 (URN)10.1039/c4cc09940k (DOI)000351056200021 ()25695680 (PubMedID)2-s2.0-84924351944 (Scopus ID)
Available from: 2015-04-10 Created: 2015-04-10 Last updated: 2019-06-26Bibliographically approved
Kathiravan, S. & Nicholls, I. A. (2015). Palladium Catalyzed Vinyltrifluoromethylation of Aryl Halides through Decarboxylative Cross-Coupling with 2-(Trifluoromethyl)acrylic Acid. Organic Letters, 17, 1874-1877
Open this publication in new window or tab >>Palladium Catalyzed Vinyltrifluoromethylation of Aryl Halides through Decarboxylative Cross-Coupling with 2-(Trifluoromethyl)acrylic Acid
2015 (English)In: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 17, p. 1874-1877Article in journal (Refereed) Published
Abstract [en]

An efficient Pd-catalyzed stereoselective vinyltrifluoromethylation of aryl halides, through decarboxylative cross-coupling with 2-(trifluoromethyl)acrylic acid is described. The ready availability of the starting materials, the high level of functional group tolerance, and excellentE/Z selectivity make this protocol a safe and operationally convenient strategy for efficient synthesis of vinyltrifluoromethyl derivatives.

National Category
Organic Chemistry
Research subject
Chemistry, Organic Chemistry
Identifiers
urn:nbn:se:lnu:diva-42599 (URN)10.1021/acs.orglett.5b00551 (DOI)000353314800015 ()25826014 (PubMedID)2-s2.0-84928014294 (Scopus ID)
Available from: 2015-04-15 Created: 2015-04-15 Last updated: 2018-11-02Bibliographically approved
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ORCID iD: ORCID iD iconorcid.org/0000-0003-0774-2528

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