Protonation effect on C-N bond length of alkylamines studied by molecular orbital calculations

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

Molecular orbital calculations were performed for the six saturated alkylamines (CH3NH2, (CH3)2NH, (CH3)3N, CH3CH2NH2, (CH3)2CHNH2, (CH3)3CNH2), their protonated cations (CH3NH3 +, (CH3)2NH2 +, (CH3)3NH+, CH3CH2NH3 +, (CH3)3CHNH3 +, (CH3)3CNH3 +), and (CH3)4N+ using the Hartree-Fock, second-order Møller-Plesset, and density functional theory methods with the 6-311+G(d,p) basis set. Protonation lengthens the C-N bonds of the amines by 0.05 - 0.08 Å and shortens the C-C bonds of CH3CH2NH2, (CH3)2CHNH2, and (CH3)3CNH2 by ca. 0.01 Å.

Original languageEnglish
Pages (from-to)769-771
Number of pages3
JournalZeitschrift fur Naturforschung - Section A Journal of Physical Sciences
Volume55
Issue number9-10
Publication statusPublished - Sep 2000

Fingerprint

Orbital calculations
Protonation
Bond length
Molecular orbitals
Density Functional
Amines
Density functional theory
Cations
molecular orbitals
amines
density functional theory
cations

Keywords

  • Amine
  • DFT
  • HF
  • Protonation

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry

Cite this

@article{2552812a56f440d286d8d846e03ca032,
title = "Protonation effect on C-N bond length of alkylamines studied by molecular orbital calculations",
abstract = "Molecular orbital calculations were performed for the six saturated alkylamines (CH3NH2, (CH3)2NH, (CH3)3N, CH3CH2NH2, (CH3)2CHNH2, (CH3)3CNH2), their protonated cations (CH3NH3 +, (CH3)2NH2 +, (CH3)3NH+, CH3CH2NH3 +, (CH3)3CHNH3 +, (CH3)3CNH3 +), and (CH3)4N+ using the Hartree-Fock, second-order M{\o}ller-Plesset, and density functional theory methods with the 6-311+G(d,p) basis set. Protonation lengthens the C-N bonds of the amines by 0.05 - 0.08 {\AA} and shortens the C-C bonds of CH3CH2NH2, (CH3)2CHNH2, and (CH3)3CNH2 by ca. 0.01 {\AA}.",
keywords = "Amine, DFT, HF, Protonation",
author = "Hiroyuki Ishida",
year = "2000",
month = "9",
language = "English",
volume = "55",
pages = "769--771",
journal = "Zeitschrift fur Naturforschung - Section A Journal of Physical Sciences",
issn = "0932-0784",
publisher = "Verlag der Zeitschrift fur Naturforschung",
number = "9-10",

}

TY - JOUR

T1 - Protonation effect on C-N bond length of alkylamines studied by molecular orbital calculations

AU - Ishida, Hiroyuki

PY - 2000/9

Y1 - 2000/9

N2 - Molecular orbital calculations were performed for the six saturated alkylamines (CH3NH2, (CH3)2NH, (CH3)3N, CH3CH2NH2, (CH3)2CHNH2, (CH3)3CNH2), their protonated cations (CH3NH3 +, (CH3)2NH2 +, (CH3)3NH+, CH3CH2NH3 +, (CH3)3CHNH3 +, (CH3)3CNH3 +), and (CH3)4N+ using the Hartree-Fock, second-order Møller-Plesset, and density functional theory methods with the 6-311+G(d,p) basis set. Protonation lengthens the C-N bonds of the amines by 0.05 - 0.08 Å and shortens the C-C bonds of CH3CH2NH2, (CH3)2CHNH2, and (CH3)3CNH2 by ca. 0.01 Å.

AB - Molecular orbital calculations were performed for the six saturated alkylamines (CH3NH2, (CH3)2NH, (CH3)3N, CH3CH2NH2, (CH3)2CHNH2, (CH3)3CNH2), their protonated cations (CH3NH3 +, (CH3)2NH2 +, (CH3)3NH+, CH3CH2NH3 +, (CH3)3CHNH3 +, (CH3)3CNH3 +), and (CH3)4N+ using the Hartree-Fock, second-order Møller-Plesset, and density functional theory methods with the 6-311+G(d,p) basis set. Protonation lengthens the C-N bonds of the amines by 0.05 - 0.08 Å and shortens the C-C bonds of CH3CH2NH2, (CH3)2CHNH2, and (CH3)3CNH2 by ca. 0.01 Å.

KW - Amine

KW - DFT

KW - HF

KW - Protonation

UR - http://www.scopus.com/inward/record.url?scp=0040218420&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0040218420&partnerID=8YFLogxK

M3 - Article

VL - 55

SP - 769

EP - 771

JO - Zeitschrift fur Naturforschung - Section A Journal of Physical Sciences

JF - Zeitschrift fur Naturforschung - Section A Journal of Physical Sciences

SN - 0932-0784

IS - 9-10

ER -