A theoretical study of the different conformations of N,N,N′,N′-tetraniethylethylenediamine

Ning-Bew Wong; Yu-San Cheung; De-Yin Wu; Yi Ren; Anmin Tian; Wai-Kee Li

doi:10.1021/jp0003858

A theoretical study of the different conformations of N,N,N′,N′-tetraniethylethylenediamine

Ning-Bew Wong
, Yu-San Cheung
, De-Yin Wu
, Yi Ren
, Anmin Tian
, Wai-Kee Li

Research output: Journal Publications and Reviews › RGC 21 - Publication in refereed journal › peer-review

14 Citations (Scopus)

Abstract

Nine conformers were identified for N,N,N′,N′-tetramethylethylenediamine (TMEDA) with a number of theoretical methods, and their relative energies were compared. The heats of formation at 298 K (ΔH°_f298) were determined at the G3(MP2) level. The ΔH°_f298 value for the most stable conformer is -24.7 kJ mol^-1, which is in good agreement with the literature value of -19.7 kJ mol^-1. (The weighted average ΔH°_f298 for all conformers is -22.6 kJ mol^-1.) Intramolecular interactions in TMEDA such as the steric effect, gauche effect, anomeric effect, and C-H⋯N hydrogen bonding were investigated by molecular mechanics and natural bond orbital analysis. © 2000 American Chemical Society.

Original language	English
Pages (from-to)	6077-6082
Journal	Journal of Physical Chemistry A
Volume	104
Issue number	25
DOIs	https://doi.org/10.1021/jp0003858
Publication status	Published - 29 Jul 2000

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Publication details (e.g. title, author(s), publication statuses and dates) are captured on an “AS IS” and “AS AVAILABLE” basis at the time of record harvesting from the data source. Suggestions for further amendments or supplementary information can be sent to [email protected].

Funding

The authors from China are thankful for the support from the National Natural Science Foundation, China. N.B.W. is grateful to the City University of Hong Kong for the award of a Strategic Grant (account number 7000939). W.K.L. and A.T. acknowledge the support of a Direct Grant (account number 2060146) from the Chinese University of Hong Kong.

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title = "A theoretical study of the different conformations of N,N,N′,N′-tetraniethylethylenediamine",

abstract = "Nine conformers were identified for N,N,N′,N′-tetramethylethylenediamine (TMEDA) with a number of theoretical methods, and their relative energies were compared. The heats of formation at 298 K (ΔH°f298) were determined at the G3(MP2) level. The ΔH°f298 value for the most stable conformer is -24.7 kJ mol-1, which is in good agreement with the literature value of -19.7 kJ mol-1. (The weighted average ΔH°f298 for all conformers is -22.6 kJ mol-1.) Intramolecular interactions in TMEDA such as the steric effect, gauche effect, anomeric effect, and C-H⋯N hydrogen bonding were investigated by molecular mechanics and natural bond orbital analysis. {\textcopyright} 2000 American Chemical Society.",

author = "Ning-Bew Wong and Yu-San Cheung and De-Yin Wu and Yi Ren and Anmin Tian and Wai-Kee Li",

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TY - JOUR

T1 - A theoretical study of the different conformations of N,N,N′,N′-tetraniethylethylenediamine

AU - Wong, Ning-Bew

AU - Cheung, Yu-San

AU - Wu, De-Yin

AU - Ren, Yi

AU - Tian, Anmin

AU - Li, Wai-Kee

N1 - Publication details (e.g. title, author(s), publication statuses and dates) are captured on an “AS IS” and “AS AVAILABLE” basis at the time of record harvesting from the data source. Suggestions for further amendments or supplementary information can be sent to [email protected].

PY - 2000/7/29

Y1 - 2000/7/29

N2 - Nine conformers were identified for N,N,N′,N′-tetramethylethylenediamine (TMEDA) with a number of theoretical methods, and their relative energies were compared. The heats of formation at 298 K (ΔH°f298) were determined at the G3(MP2) level. The ΔH°f298 value for the most stable conformer is -24.7 kJ mol-1, which is in good agreement with the literature value of -19.7 kJ mol-1. (The weighted average ΔH°f298 for all conformers is -22.6 kJ mol-1.) Intramolecular interactions in TMEDA such as the steric effect, gauche effect, anomeric effect, and C-H⋯N hydrogen bonding were investigated by molecular mechanics and natural bond orbital analysis. © 2000 American Chemical Society.

AB - Nine conformers were identified for N,N,N′,N′-tetramethylethylenediamine (TMEDA) with a number of theoretical methods, and their relative energies were compared. The heats of formation at 298 K (ΔH°f298) were determined at the G3(MP2) level. The ΔH°f298 value for the most stable conformer is -24.7 kJ mol-1, which is in good agreement with the literature value of -19.7 kJ mol-1. (The weighted average ΔH°f298 for all conformers is -22.6 kJ mol-1.) Intramolecular interactions in TMEDA such as the steric effect, gauche effect, anomeric effect, and C-H⋯N hydrogen bonding were investigated by molecular mechanics and natural bond orbital analysis. © 2000 American Chemical Society.

UR - https://www.scopus.com/pages/publications/0033687561

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U2 - 10.1021/jp0003858

DO - 10.1021/jp0003858

M3 - RGC 21 - Publication in refereed journal

SN - 1089-5639

VL - 104

SP - 6077

EP - 6082

JO - Journal of Physical Chemistry A

JF - Journal of Physical Chemistry A

IS - 25

ER -

A theoretical study of the different conformations of N,N,N′,N′-tetraniethylethylenediamine

Abstract

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