A Spectroscopic Overview of Intramolecular Hydrogen Bonds of NH…O,S,N Type

Poul Erik Hansen

doi:10.3390/molecules26092409

A Spectroscopic Overview of Intramolecular Hydrogen Bonds of NH…O,S,N Type

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

Abstract

Intramolecular NH…O,S,N interactions in non-tautomeric systems are reviewed in a broad range of compounds covering a variety of NH donors and hydrogen bond acceptors. 1H chemical shifts of NH donors are good tools to study intramolecular hydrogen bonding. However in some cases they have to be corrected for ring current effects. Deuterium isotope effects on 13C and 15N chemical shifts and primary isotope effects are usually used to judge the strength of hydrogen bonds. Primary isotope effects are investigated in a new range of magnitudes. Isotope ratios of NH stretching frequencies, νNH/ND, are revisited. Hydrogen bond energies are reviewed and two-bond deuterium isotope effects on 13C chemical shifts are investigated as a possible means of estimating hydrogen bond energies.

Original language	English
Article number	2409
Journal	Molecules
Volume	26
Issue number	9
ISSN	1420-3049
DOIs	https://doi.org/10.3390/molecules26092409
Publication status	Published - 21 Apr 2021

Keywords

intramolecular hydrogen bonding
isotope effects
hydrogen bond energy
NMR
NH chemical hifts
isototope ratios
Deuterium isotope effects on chemical shifts
Intramolecular hydrogen bonds
Hydrogen bond energies

Link to document

10.3390/molecules26092409Licence: CC BY

A Spectroscopic Overview of Intramolecular Hydrogen Bonds of NH…O,S,N Type Final published version, 5.2 MBLicence: CC BY

Cite this

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title = "A Spectroscopic Overview of Intramolecular Hydrogen Bonds of NH…O,S,N Type",

abstract = "Intramolecular NH…O,S,N interactions in non-tautomeric systems are reviewed in a broad range of compounds covering a variety of NH donors and hydrogen bond acceptors. 1H chemical shifts of NH donors are good tools to study intramolecular hydrogen bonding. However in some cases they have to be corrected for ring current effects. Deuterium isotope effects on 13C and 15N chemical shifts and primary isotope effects are usually used to judge the strength of hydrogen bonds. Primary isotope effects are investigated in a new range of magnitudes. Isotope ratios of NH stretching frequencies, νNH/ND, are revisited. Hydrogen bond energies are reviewed and two-bond deuterium isotope effects on 13C chemical shifts are investigated as a possible means of estimating hydrogen bond energies.",

keywords = "intramolecular hydrogen bonding, isotope effects, hydrogen bond energy, NMR, NH chemical hifts, isototope ratios, Deuterium isotope effects on chemical shifts, Intramolecular hydrogen bonds, Hydrogen bond energies, intramolecular hydrogen bonding, isotope effects, hydrogen bond energy, NMR, NH chemical hifts, isototope ratios, Deuterium isotope effects on chemical shifts, Intramolecular hydrogen bonds, Hydrogen bond energies",

author = "Hansen, {Poul Erik}",

year = "2021",

month = apr,

day = "21",

doi = "10.3390/molecules26092409",

language = "English",

volume = "26",

journal = "Molecules",

issn = "1420-3049",

publisher = "M D P I AG",

number = "9",

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TY - JOUR

T1 - A Spectroscopic Overview of Intramolecular Hydrogen Bonds of NH…O,S,N Type

AU - Hansen, Poul Erik

PY - 2021/4/21

Y1 - 2021/4/21

N2 - Intramolecular NH…O,S,N interactions in non-tautomeric systems are reviewed in a broad range of compounds covering a variety of NH donors and hydrogen bond acceptors. 1H chemical shifts of NH donors are good tools to study intramolecular hydrogen bonding. However in some cases they have to be corrected for ring current effects. Deuterium isotope effects on 13C and 15N chemical shifts and primary isotope effects are usually used to judge the strength of hydrogen bonds. Primary isotope effects are investigated in a new range of magnitudes. Isotope ratios of NH stretching frequencies, νNH/ND, are revisited. Hydrogen bond energies are reviewed and two-bond deuterium isotope effects on 13C chemical shifts are investigated as a possible means of estimating hydrogen bond energies.

AB - Intramolecular NH…O,S,N interactions in non-tautomeric systems are reviewed in a broad range of compounds covering a variety of NH donors and hydrogen bond acceptors. 1H chemical shifts of NH donors are good tools to study intramolecular hydrogen bonding. However in some cases they have to be corrected for ring current effects. Deuterium isotope effects on 13C and 15N chemical shifts and primary isotope effects are usually used to judge the strength of hydrogen bonds. Primary isotope effects are investigated in a new range of magnitudes. Isotope ratios of NH stretching frequencies, νNH/ND, are revisited. Hydrogen bond energies are reviewed and two-bond deuterium isotope effects on 13C chemical shifts are investigated as a possible means of estimating hydrogen bond energies.

KW - intramolecular hydrogen bonding

KW - isotope effects

KW - hydrogen bond energy

KW - NMR

KW - NH chemical hifts

KW - isototope ratios

KW - Deuterium isotope effects on chemical shifts

KW - Intramolecular hydrogen bonds

KW - Hydrogen bond energies

KW - intramolecular hydrogen bonding

KW - isotope effects

KW - hydrogen bond energy

KW - NMR

KW - NH chemical hifts

KW - isototope ratios

KW - Deuterium isotope effects on chemical shifts

KW - Intramolecular hydrogen bonds

KW - Hydrogen bond energies

U2 - 10.3390/molecules26092409

DO - 10.3390/molecules26092409

M3 - Review

SN - 1420-3049

VL - 26

JO - Molecules

JF - Molecules

IS - 9

M1 - 2409

ER -