Tampere University of Technology

TUTCRIS Research Portal

Controlled Regioselective Amination of Peryleneimides

Research output: Contribution to journalArticleScientificpeer-review

Standard

Controlled Regioselective Amination of Peryleneimides. / George, Lijo; Ahmed, Zafar; Lemmetyinen, Helge; Efimov, Alexander.

In: European Journal of Organic Chemistry, Vol. 2015, No. 3, 14.01.2015, p. 584-590.

Research output: Contribution to journalArticleScientificpeer-review

Harvard

George, L, Ahmed, Z, Lemmetyinen, H & Efimov, A 2015, 'Controlled Regioselective Amination of Peryleneimides', European Journal of Organic Chemistry, vol. 2015, no. 3, pp. 584-590. https://doi.org/10.1002/ejoc.201403299

APA

George, L., Ahmed, Z., Lemmetyinen, H., & Efimov, A. (2015). Controlled Regioselective Amination of Peryleneimides. European Journal of Organic Chemistry, 2015(3), 584-590. https://doi.org/10.1002/ejoc.201403299

Vancouver

George L, Ahmed Z, Lemmetyinen H, Efimov A. Controlled Regioselective Amination of Peryleneimides. European Journal of Organic Chemistry. 2015 Jan 14;2015(3):584-590. https://doi.org/10.1002/ejoc.201403299

Author

George, Lijo ; Ahmed, Zafar ; Lemmetyinen, Helge ; Efimov, Alexander. / Controlled Regioselective Amination of Peryleneimides. In: European Journal of Organic Chemistry. 2015 ; Vol. 2015, No. 3. pp. 584-590.

Bibtex - Download

@article{6f5a2e746dd5464fabaf5e235b91d39e,
title = "Controlled Regioselective Amination of Peryleneimides",
abstract = "Perylenediimides (PDIs) and perylenemonoimide diesters (PMIs) can be selectively substituted at the 1,6- or 7,12-positions of the bay region, respectively, by direct amination reactions. The reactions proceed by the formation of a perylene radical anion and its subsequent oxidation, and the yields range from 20-97{\%}. The amination can be tuned to obtain either mono- or disubstituted perylenes by varying the oxidants involved. The presence of the imide cycle is crucial for the transformation, although the amination occurs regioselectively at the bay-region positions distant from the imide cycle.",
author = "Lijo George and Zafar Ahmed and Helge Lemmetyinen and Alexander Efimov",
note = "Article first published online: 12 DEC 2014<br/>Contribution: organisation=keb,FACT1=1<br/>Portfolio EDEND: 2014-12-30<br/>Publisher name: Wiley - V C H Verlag GmbH & Co. KGaA",
year = "2015",
month = "1",
day = "14",
doi = "10.1002/ejoc.201403299",
language = "English",
volume = "2015",
pages = "584--590",
journal = "European Journal of Organic Chemistry",
issn = "1434-193X",
publisher = "Wiley-VCH Verlag",
number = "3",

}

RIS (suitable for import to EndNote) - Download

TY - JOUR

T1 - Controlled Regioselective Amination of Peryleneimides

AU - George, Lijo

AU - Ahmed, Zafar

AU - Lemmetyinen, Helge

AU - Efimov, Alexander

N1 - Article first published online: 12 DEC 2014<br/>Contribution: organisation=keb,FACT1=1<br/>Portfolio EDEND: 2014-12-30<br/>Publisher name: Wiley - V C H Verlag GmbH & Co. KGaA

PY - 2015/1/14

Y1 - 2015/1/14

N2 - Perylenediimides (PDIs) and perylenemonoimide diesters (PMIs) can be selectively substituted at the 1,6- or 7,12-positions of the bay region, respectively, by direct amination reactions. The reactions proceed by the formation of a perylene radical anion and its subsequent oxidation, and the yields range from 20-97%. The amination can be tuned to obtain either mono- or disubstituted perylenes by varying the oxidants involved. The presence of the imide cycle is crucial for the transformation, although the amination occurs regioselectively at the bay-region positions distant from the imide cycle.

AB - Perylenediimides (PDIs) and perylenemonoimide diesters (PMIs) can be selectively substituted at the 1,6- or 7,12-positions of the bay region, respectively, by direct amination reactions. The reactions proceed by the formation of a perylene radical anion and its subsequent oxidation, and the yields range from 20-97%. The amination can be tuned to obtain either mono- or disubstituted perylenes by varying the oxidants involved. The presence of the imide cycle is crucial for the transformation, although the amination occurs regioselectively at the bay-region positions distant from the imide cycle.

U2 - 10.1002/ejoc.201403299

DO - 10.1002/ejoc.201403299

M3 - Article

VL - 2015

SP - 584

EP - 590

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

SN - 1434-193X

IS - 3

ER -