2019
DOI: 10.1055/s-0037-1611879
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Synthesis of New 7,8-Dioxa[6]helicenes with Triazole Rings as Potential Molecular Tweezers

Abstract: This study introduces new triazole-linked host compounds, which have been synthesized from 7,8-dioxa-bisnaphthalene and 7,8-dioxa[6]helicenes. These compounds have different cavities depending on being ‘v’-shaped or helicene structures. The dimeric structure of 7,8-dioxa-bisnaphthalene has also been obtained and crystal structure analysis confirmed that it contains an unusual seven-membered dihydrooxepine ring. All synthesized compounds can act as molecular tweezers for organic molecules and also metal ions.

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Cited by 3 publications
(6 citation statements)
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“…2,3-DNDO derivatives according to the procedures given in Scheme 1. Compounds 10 and 11 were obtained as reported previously [19] from malonaldehyde dimethyl acetal and 2,3-and 2,7-dihydroxynaphthalene respectively. Then, they reacted with propargyl bromide to afford propargyl ethers 12 and 13.…”
Section: Resultsmentioning
confidence: 99%
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“…2,3-DNDO derivatives according to the procedures given in Scheme 1. Compounds 10 and 11 were obtained as reported previously [19] from malonaldehyde dimethyl acetal and 2,3-and 2,7-dihydroxynaphthalene respectively. Then, they reacted with propargyl bromide to afford propargyl ethers 12 and 13.…”
Section: Resultsmentioning
confidence: 99%
“…Compounds 16 and 17 were obtained from dibromide derivatives with using sodium azide in DMF as reported earlier. [19] For the azide-alkyne cycloaddition reaction, we firstly tried the reaction between compounds 13 and 17 for the synthesis of product (compound 8) with using 0.1 eq. CuBr as catalyst without the ligand.…”
Section: Resultsmentioning
confidence: 99%
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“…in these molecules helps in fine tuning their optoelectronic properties. 10 One more promising modification of the helicene structure is condensation with different polycyclic aromatic molecules, which allows extending the π-system and improving useful characteristics. In particular, reports in the last few decades have highlighted carbo- and heterohelicenes, incorporating the pyrene fragment, as a very attractive class of compounds.…”
Section: Introductionmentioning
confidence: 99%