Excited state iminium form can explain the unexpected solvatochromic behavior of symmetric 1,5- and 1,8-diaminonaphthalenes-Reference-Cited by-同舟云学术

Excited state iminium form can explain the unexpected solvatochromic behavior of symmetric 1,5- and 1,8-diaminonaphthalenes

Published:2024 Issue:8 Volume:60 Page:1008-1011
ISSN:1359-7345
Container-title:Chemical Communications
language:en
Short-container-title:Chem. Commun.

Author:

Kopcsik Erika¹,Mucsi Zoltán¹^ORCID,Kontra Bence²^ORCID,Vanyorek László¹,Gál Rajmond¹,Viskolcz Béla¹³,Nagy Miklós¹^ORCID

Affiliation:

1. Institute of Chemistry, University of Miskolc, Miskolc-Egyetemváros, Miskolc 3515, Hungary

2. Department of Organic Chemistry, Semmelweis University, Hőgyes Endre utca 7, H-1092, Budapest, Hungary

3. Advanced Materials and Intelligent Technologies Higher Education and Industrial Cooperation Centre, University of Miskolc, Miskolc 3515, Hungary

Abstract

DFT calculations using the explicit solvent model reveal the iminium character of naphthylamine based dyes in the excited state. This model is able to explain their solvatochromic behavior and may lead to a more efficient dye design protocol.

Funder

Hungarian scientific Academy

National Research, Development and Innovation Fund

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,Metals and Alloys,Surfaces, Coatings and Films,General Chemistry,Ceramics and Composites,Electronic, Optical and Magnetic Materials,Catalysis

Link

http://pubs.rsc.org/en/content/articlepdf/2024/CC/D3CC05643K

Reference14 articles.

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2. Synthesis and spectral properties of a hydrophobic fluorescent probe: 6-propionyl-2-(dimethylamino)naphthalene

3. Potential Original Drug for Aspergillosis: In Vitro and In Vivo Effects of 1-N,N-Dimethylamino-5-Isocyanonaphthalene (DIMICAN) on Aspergillus fumigatus

4. Simple 1,8-diaminonaphthalene-based fluorescence chemosensor for hypochlorites and its practical application

5. A commercially available fluorescence chemosensor for copper ion and its application in bioimaging