Potential 1,1′-binaphthyl NLO-phores with extended conjugation between positions 2 and 6, and 2′ and 6′ |
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Authors: | Michal Jurí?ek Marek Stach |
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Institution: | a Department of Organic Chemistry, Faculty of Natural Sciences, Comenius University in Bratislava, Mlynská dolina, 842 15 Bratislava, Slovak Republic b Polymer Institute of the Slovak Academy of Sciences, Dúbravská Cesta 9, 842 36 Bratislava, Slovak Republic |
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Abstract: | A synthetic approach is reported which allows independent introduction of alkynyl groups to positions 2,2′ and then to 6,6′ of binaphthyls. The approach is based on the high selectivity of the Stephens-Castro alkynylation of 6,6′-dibromo-2,2′-diiodo-1,1′-binaphthyl. The tetraalkynylated derivatives exhibit extended conjugation between groups at positions 2 and 6, and 2′ and 6′, achieved by overcoming steric hindrance at positions 2 and 2′ by using alkynyl spacers. |
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