4.3 Article

Fluoro Group Pivoting Dual Hydrogen Bonding Intramolecular Bridge for 1,2-Bis(2-fluorophenyl)acenaphthenediol Molecule in Solution: NMR Spectrometrical Confirmation of Simultaneous Participation of F-C(sp2) Group to Through-space-couplings with Aromatic and Hydroxy Hydrogen Atoms

期刊

CHEMISTRY LETTERS
卷 49, 期 3, 页码 295-298

出版社

CHEMICAL SOC JAPAN
DOI: 10.1246/cl.190903

关键词

Dual hydrogen bonding intramolecular bridge; Through-space-couplings; Acenaphthenediol

资金

  1. Koyanagi Foundation
  2. Tokyo Ohka Foundation for the Promotion of Science and Technology
  3. Ogasawara Foundation for the Science and Engineering

向作者/读者索取更多资源

Dual hydrogen bonding intramolecular bridge pivoted by fluoro group for 1,2-bis(2-fluorophenyl)-3,8-dimethoxyacenaphthenediol in solution is ascertained as simultaneous contribution of mutual fluoro group demonstrated by tangible through-space-couplings in H-1 and F-19 NMR. The shared fluorine atom inside non-coplanarly accumulated aromatic rings molecule adopts quite adequate position free from interfering solvation to interact with two intramolecular hydrogen atoms prior to stronger hydrogen-accepting oxygen atoms nearby so that essentially weak fluorine-concerning non-classical and classical hydrogen bonds fix reinforcingly intramolecular spatial organization.

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