Croconamides: A new dual hydrogen bond donating motif for anion recognition and organocatalysis

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Standard

Croconamides : A new dual hydrogen bond donating motif for anion recognition and organocatalysis. / Jeppesen, Anne; Nielsen, Bjarne Enrico; Larsen, Dennis; M. Akselsen, Olivia; Sølling, Theis Ivan; Brock-Nannestad, Theis; Pittelkow, Michael.

I: Organic and Biomolecular Chemistry, Bind 15, Nr. 13, 2017, s. 2784-2790.

Publikation: Bidrag til tidsskrift › Tidsskriftartikel › Forskning › fagfællebedømt

Harvard

Jeppesen, A, Nielsen, BE, Larsen, D, M. Akselsen, O, Sølling, TI, Brock-Nannestad, T & Pittelkow, M 2017, 'Croconamides: A new dual hydrogen bond donating motif for anion recognition and organocatalysis', Organic and Biomolecular Chemistry, bind 15, nr. 13, s. 2784-2790. https://doi.org/10.1039/c7ob00441a

APA

Jeppesen, A., Nielsen, B. E., Larsen, D., M. Akselsen, O., Sølling, T. I., Brock-Nannestad, T., & Pittelkow, M. (2017). Croconamides: A new dual hydrogen bond donating motif for anion recognition and organocatalysis. Organic and Biomolecular Chemistry, 15(13), 2784-2790. https://doi.org/10.1039/c7ob00441a

Vancouver

Jeppesen A, Nielsen BE, Larsen D, M. Akselsen O, Sølling TI, Brock-Nannestad T o.a. Croconamides: A new dual hydrogen bond donating motif for anion recognition and organocatalysis. Organic and Biomolecular Chemistry. 2017;15(13):2784-2790. https://doi.org/10.1039/c7ob00441a

Author

Jeppesen, Anne ; Nielsen, Bjarne Enrico ; Larsen, Dennis ; M. Akselsen, Olivia ; Sølling, Theis Ivan ; Brock-Nannestad, Theis ; Pittelkow, Michael. / Croconamides : A new dual hydrogen bond donating motif for anion recognition and organocatalysis. I: Organic and Biomolecular Chemistry. 2017 ; Bind 15, Nr. 13. s. 2784-2790.

Bibtex

@article{b9d447c237f14d2ca4f5ce1e06b7b1b2,
title = "Croconamides: A new dual hydrogen bond donating motif for anion recognition and organocatalysis",
abstract = "We introduce bis-aryl croconamides as a new member in the family of dual hydrogen bonding anion receptors. In this study a series of croconamides are synthesised, and the selectivity for anion binding is investigated (Cl- > Br- > I- in CH2Cl2). The croconamides exhibit different structures in the crystal phase depending on the substituents on the aromatic rings, and furthermore, the crystal structure revealed the presence of tautomers. DFT calculations elucidated the complex structures formed upon addition of anion to the croconamides, confirming the order of association constants towards the halogen anions. The use of croconamides as organocatalysts in a proof-of-concept study is demonstrated in the formation of THP ethers. In addition to this, construction of a Hammet plot further elucidates the mechanism in action on formation of THP ethers.",
author = "Anne Jeppesen and Nielsen, {Bjarne Enrico} and Dennis Larsen and {M. Akselsen}, Olivia and S{\o}lling, {Theis Ivan} and Theis Brock-Nannestad and Michael Pittelkow",
year = "2017",
doi = "10.1039/c7ob00441a",
language = "English",
volume = "15",
pages = "2784--2790",
journal = "Organic & Biomolecular Chemistry",
issn = "1470-4358",
publisher = "Royal Society of Chemistry",
number = "13",

}

RIS

TY - JOUR

T1 - Croconamides

T2 - A new dual hydrogen bond donating motif for anion recognition and organocatalysis

AU - Jeppesen, Anne

AU - Nielsen, Bjarne Enrico

AU - Larsen, Dennis

AU - M. Akselsen, Olivia

AU - Sølling, Theis Ivan

AU - Brock-Nannestad, Theis

AU - Pittelkow, Michael

PY - 2017

Y1 - 2017

N2 - We introduce bis-aryl croconamides as a new member in the family of dual hydrogen bonding anion receptors. In this study a series of croconamides are synthesised, and the selectivity for anion binding is investigated (Cl- > Br- > I- in CH2Cl2). The croconamides exhibit different structures in the crystal phase depending on the substituents on the aromatic rings, and furthermore, the crystal structure revealed the presence of tautomers. DFT calculations elucidated the complex structures formed upon addition of anion to the croconamides, confirming the order of association constants towards the halogen anions. The use of croconamides as organocatalysts in a proof-of-concept study is demonstrated in the formation of THP ethers. In addition to this, construction of a Hammet plot further elucidates the mechanism in action on formation of THP ethers.

AB - We introduce bis-aryl croconamides as a new member in the family of dual hydrogen bonding anion receptors. In this study a series of croconamides are synthesised, and the selectivity for anion binding is investigated (Cl- > Br- > I- in CH2Cl2). The croconamides exhibit different structures in the crystal phase depending on the substituents on the aromatic rings, and furthermore, the crystal structure revealed the presence of tautomers. DFT calculations elucidated the complex structures formed upon addition of anion to the croconamides, confirming the order of association constants towards the halogen anions. The use of croconamides as organocatalysts in a proof-of-concept study is demonstrated in the formation of THP ethers. In addition to this, construction of a Hammet plot further elucidates the mechanism in action on formation of THP ethers.

U2 - 10.1039/c7ob00441a

DO - 10.1039/c7ob00441a

M3 - Journal article

C2 - 28272644

AN - SCOPUS:85016291802

VL - 15

SP - 2784

EP - 2790

JO - Organic & Biomolecular Chemistry

JF - Organic & Biomolecular Chemistry

SN - 1470-4358

IS - 13

ER -

ID: 176439026