Fluorine hydrogen short contacts and hydrogen bonds in substituted benzamides

Lothar Hennig; Ketty Ayala-Leon; Jorge Angulo-Cornejo; Rainer Richter; Lothar Beyer

doi:10.1016/j.jfluchem.2009.02.009

Fluorine hydrogen short contacts and hydrogen bonds in substituted benzamides

Lothar Hennig, Ketty Ayala-Leon, Jorge Angulo-Cornejo, Rainer Richter, Lothar Beyer

Research output: Contribution to journal › Article › peer-review

29 Scopus citations

Abstract

A series of fluorine substituted benzamides 1-10 was synthesised and investigated by spectroscopic methods (NMR, IR, MS) and X-ray structure analysis. The configuration of these compounds strongly depends on solvent, temperature and substitution pattern. Unexpectedly, some of these compounds form weak intramolecular hydrogen bonds/short N{single bond}H⋯F{single bond}C contacts in CDCl₃ solution and in the solid state.

Original language	English
Pages (from-to)	453-460
Number of pages	8
Journal	Journal of Fluorine Chemistry
Volume	130
Issue number	5
DOIs	https://doi.org/10.1016/j.jfluchem.2009.02.009
State	Published - May 2009

Bibliographical note

Funding Information:
We are grateful to Deutsche Akademische Austauschdienst for financial support, and we thank Dr. Michael Kampf for preparation of 4 .

Keywords

Crystal structures
Fluorine substituted benzamides
Hydrogen bonds/short contacts
NMR investigations
Synthesis

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10.1016/j.jfluchem.2009.02.009

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title = "Fluorine hydrogen short contacts and hydrogen bonds in substituted benzamides",

abstract = "A series of fluorine substituted benzamides 1-10 was synthesised and investigated by spectroscopic methods (NMR, IR, MS) and X-ray structure analysis. The configuration of these compounds strongly depends on solvent, temperature and substitution pattern. Unexpectedly, some of these compounds form weak intramolecular hydrogen bonds/short N{single bond}H⋯F{single bond}C contacts in CDCl3 solution and in the solid state.",

keywords = "Crystal structures, Fluorine substituted benzamides, Hydrogen bonds/short contacts, NMR investigations, Synthesis",

author = "Lothar Hennig and Ketty Ayala-Leon and Jorge Angulo-Cornejo and Rainer Richter and Lothar Beyer",

note = "Funding Information: We are grateful to Deutsche Akademische Austauschdienst for financial support, and we thank Dr. Michael Kampf for preparation of 4 .",

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T1 - Fluorine hydrogen short contacts and hydrogen bonds in substituted benzamides

AU - Hennig, Lothar

AU - Ayala-Leon, Ketty

AU - Angulo-Cornejo, Jorge

AU - Richter, Rainer

AU - Beyer, Lothar

N1 - Funding Information: We are grateful to Deutsche Akademische Austauschdienst for financial support, and we thank Dr. Michael Kampf for preparation of 4 .

PY - 2009/5

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N2 - A series of fluorine substituted benzamides 1-10 was synthesised and investigated by spectroscopic methods (NMR, IR, MS) and X-ray structure analysis. The configuration of these compounds strongly depends on solvent, temperature and substitution pattern. Unexpectedly, some of these compounds form weak intramolecular hydrogen bonds/short N{single bond}H⋯F{single bond}C contacts in CDCl3 solution and in the solid state.

AB - A series of fluorine substituted benzamides 1-10 was synthesised and investigated by spectroscopic methods (NMR, IR, MS) and X-ray structure analysis. The configuration of these compounds strongly depends on solvent, temperature and substitution pattern. Unexpectedly, some of these compounds form weak intramolecular hydrogen bonds/short N{single bond}H⋯F{single bond}C contacts in CDCl3 solution and in the solid state.

KW - Crystal structures

KW - Fluorine substituted benzamides

KW - Hydrogen bonds/short contacts

KW - NMR investigations

KW - Synthesis

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U2 - 10.1016/j.jfluchem.2009.02.009

DO - 10.1016/j.jfluchem.2009.02.009

M3 - Artículo

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SN - 0022-1139

VL - 130

SP - 453

EP - 460

JO - Journal of Fluorine Chemistry

JF - Journal of Fluorine Chemistry

IS - 5

ER -

Fluorine hydrogen short contacts and hydrogen bonds in substituted benzamides

Abstract

Bibliographical note

Keywords

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