π-Curved Blatter radicals: Blatter helicenes

Photocyclization of 8-aryloxy-3-phenylbenzo[<i>e</i>][1,2,4]triazines leads to π-delocalized helicene radicals 1[n] (<i>n</i> = 5, 6, 7) containing the ring-fused 1,4-dihydro[1,2,4]triazin-4-yl as a spin source. Single crystal XRD revealed that the photocyclization to 1[n] involves a Smiles rearrangement. Radicals 1[n] were investigated by spectroscopic, electrochemical and DFT methods, while racemic helicene 1[7] was resolved and ECD spectra were recorded.

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Publication Details

Journal
Chemical Communications
Published
2024-11-26
DOI
https://doi.org/10.1039/d4cc05704j
Citations
11
Primary Topic
Synthesis and Properties of Aromatic Compounds
Type
article
Field-Weighted Citation Impact
2.75
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article

π-Curved Blatter radicals: Blatter helicenes

Agnieszka Bodzioch, Piotr Kaszyński, Anna Pietrzak, Hemant Kumar Singh
11 citations
Chemical Communications
Synthesis and Properties of Aromatic Compounds
2.75
article

π-Curved Blatter radicals: Blatter helicenes

Agnieszka Bodzioch, Piotr Kaszyński, Anna Pietrzak, Hemant Kumar Singh
article en
11 citations

Abstract

Photocyclization of 8-aryloxy-3-phenylbenzo[<i>e</i>][1,2,4]triazines leads to π-delocalized helicene radicals 1[n] (<i>n</i> = 5, 6, 7) containing the ring-fused 1,4-dihydro[1,2,4]triazin-4-yl as a spin source. Single crystal XRD revealed that the photocyclization to 1[n] involves a Smiles rearrangement. Radicals 1[n] were investigated by spectroscopic, electrochemical and DFT methods, while racemic helicene 1[7] was resolved and ECD spectra were recorded.

Chemical CommunicationsVol. 61(3)
Lodz University of Technology (PL), University of Łódź (PL), Centrum Badań Molekularnych i Makromolekularnych Polskiej Akademii Nauk (PL), Polish Academy of Sciences (PL)
Openalex Percentile: Top 9%
Synthesis and Properties of Aromatic Compounds
2.75
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