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

被引：4

作者：

Mido, Takahiro ^{[1
]}

Iitsuka, Hiroaki ^{[1
]}

Kobayashi, Miyuki ^{[1
]}

Noguchi, Keiichi ^{[2
]}

Yonezawa, Noriyuki ^{[1
]}

Okamoto, Akiko ^{[1
]}

机构：

[1] Tokyo Univ Agr & Technol, Dept Organ & Polymer Mat Chem, 2-24-16 Nakamachi, Koganei, Tokyo 1848588, Japan

[2] Tokyo Univ Agr & Technol, Instrumentat Anal Ctr, 2-24-16 Nakamachi, Koganei, Tokyo 1848588, Japan

来源：

CHEMISTRY LETTERS | 2020年 / 49卷 / 03期

关键词：

Dual hydrogen bonding intramolecular bridge; Through-space-couplings; Acenaphthenediol; ORGANIC FLUORINE; INTERMOLECULAR INTERACTIONS; ARSE AROYLATION; N-H; O-H; CRYSTAL; SPECTROSCOPY; BEHAVIOR;

D O I：

10.1246/cl.190903

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

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.

引用

页码：295 / 298

页数：4

共 48 条

[1] NMR techniques for the investigation of solvation phenomena and non-covalent interactions [J].