1 Ocak 2020 Dergi makalesi Açık Erişim

Mammadova, Flora; Hamarat, Busra; Ahmadli, Dilgam; Sahin, Onur; Bozkaya, Ugur; Turkmen, Yunus E.

Dublin Core

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  <dc:creator>Mammadova, Flora</dc:creator>
  <dc:creator>Hamarat, Busra</dc:creator>
  <dc:creator>Ahmadli, Dilgam</dc:creator>
  <dc:creator>Sahin, Onur</dc:creator>
  <dc:creator>Bozkaya, Ugur</dc:creator>
  <dc:creator>Turkmen, Yunus E.</dc:creator>
  <dc:date>2020-01-01</dc:date>
  <dc:description>In this article, the presence and effects of polarization-enhanced hydrogen bonding in 1,8-dihydroxynaphthalene (1,8-DHN) were investigated in detail through a series of experimental and computational studies. First, the conformation of 1,8-DHN, and its ability to make intra- and intermolecular hydrogen bonds were investigated in solid state by X-ray crystallography, in solution by NMR spectroscopy, and computationally by density functional theory. Second, equilibrium binding constants, which were determined by P-31-NMR titration studies, demonstrated stronger complexation of Ph3PO with 1,8-DHN compared to mono-naphthol derivatives 8-methoxy-1-naphthol and 1-naphthol. In the final section, 1,8-DHN was observed to be an effective catalyst for the Friedel-Crafts-type addition reaction of indoles to beta-nitrostyrenes, and a rationale for this catalytic activity was provided via computational studies. All the findings described in this work support the enhanced hydrogen bond donating ability of 1,8-DHN due to polarization caused by the six-membered intramolecular hydrogen bond present in its structure.</dc:description>
  <dc:identifier>https://aperta.ulakbim.gov.trrecord/6827</dc:identifier>
  <dc:identifier>oai:zenodo.org:6827</dc:identifier>
  <dc:rights>info:eu-repo/semantics/openAccess</dc:rights>
  <dc:rights>http://www.opendefinition.org/licenses/cc-by</dc:rights>
  <dc:source>CHEMISTRYSELECT 5(42) 13387-13396</dc:source>
  <dc:title>Polarization-Enhanced Hydrogen Bonding in 1,8-Dihydroxynaphthalene: Conformational Analysis, Binding Studies and Hydrogen Bonding Catalysis</dc:title>
  <dc:type>info:eu-repo/semantics/article</dc:type>
  <dc:type>publication-article</dc:type>
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