Hyperconjugation versus intramolecular hydrogen bond: Origin of the conformational preference of gaseous glycine

Weizhou Wang; Xuemei Pu; Wenxu Zheng; Ning-Bew Wong; Anmin Tian

doi:10.1016/S0009-2614(03)00072-1

Hyperconjugation versus intramolecular hydrogen bond: Origin of the conformational preference of gaseous glycine

Weizhou Wang
, Xuemei Pu
, Wenxu Zheng
, Ning-Bew Wong
, Anmin Tian

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

26 Citations (Scopus)

Abstract

Three experimentally detected low-energy conformers of gaseous glycine are selected as models to investigate the origin of the conformational preference of nonionized glycine, employing the atoms in molecules (AIM) and natural bond orbital (NBO) analysis methods. At the B3LYP/6-311++G(3d,3p) theory level, it is found that the importance of intramolecular hydrogen bond was overemphasized in the previous studies and it is hyperconjugation not intramolecular hydrogen bond that determines the order and relative energy of the conformers considered in this Letter. © 2003 Elsevier Science B.V. All rights reserved.

Original language	English
Pages (from-to)	147-153
Journal	Chemical Physics Letters
Volume	370
Issue number	1-2
DOIs	https://doi.org/10.1016/S0009-2614(03)00072-1
Publication status	Published - 7 Mar 2003

Bibliographical note

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

This work was supported by a Strategic Grant (Account No. 7001351) from the City University of Hong Kong. Partial supports by a CEGR grant from the Research Grants Council of the Hong Kong (Project No. 9040742 CityU 1114/02P) are also gratefully acknowledged.

Access Output

10.1016/S0009-2614(03)00072-1

Other Access Options

Check CityUHK Library

Permanent Link

Right click to copy link

Cite this

@article{719f655750e14dcba7cf780bebc7c370,

title = "Hyperconjugation versus intramolecular hydrogen bond: Origin of the conformational preference of gaseous glycine",

abstract = "Three experimentally detected low-energy conformers of gaseous glycine are selected as models to investigate the origin of the conformational preference of nonionized glycine, employing the atoms in molecules (AIM) and natural bond orbital (NBO) analysis methods. At the B3LYP/6-311++G(3d,3p) theory level, it is found that the importance of intramolecular hydrogen bond was overemphasized in the previous studies and it is hyperconjugation not intramolecular hydrogen bond that determines the order and relative energy of the conformers considered in this Letter. {\textcopyright} 2003 Elsevier Science B.V. All rights reserved.",

author = "Weizhou Wang and Xuemei Pu and Wenxu Zheng and Ning-Bew Wong and Anmin Tian",

note = "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].",

year = "2003",

month = mar,

day = "7",

doi = "10.1016/S0009-2614(03)00072-1",

language = "English",

volume = "370",

pages = "147--153",

journal = "Chemical Physics Letters",

issn = "0009-2614",

publisher = "Elsevier B.V.",

number = "1-2",

}

TY - JOUR

T1 - Hyperconjugation versus intramolecular hydrogen bond

T2 - Origin of the conformational preference of gaseous glycine

AU - Wang, Weizhou

AU - Pu, Xuemei

AU - Zheng, Wenxu

AU - Wong, Ning-Bew

AU - Tian, Anmin

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 - 2003/3/7

Y1 - 2003/3/7

N2 - Three experimentally detected low-energy conformers of gaseous glycine are selected as models to investigate the origin of the conformational preference of nonionized glycine, employing the atoms in molecules (AIM) and natural bond orbital (NBO) analysis methods. At the B3LYP/6-311++G(3d,3p) theory level, it is found that the importance of intramolecular hydrogen bond was overemphasized in the previous studies and it is hyperconjugation not intramolecular hydrogen bond that determines the order and relative energy of the conformers considered in this Letter. © 2003 Elsevier Science B.V. All rights reserved.

AB - Three experimentally detected low-energy conformers of gaseous glycine are selected as models to investigate the origin of the conformational preference of nonionized glycine, employing the atoms in molecules (AIM) and natural bond orbital (NBO) analysis methods. At the B3LYP/6-311++G(3d,3p) theory level, it is found that the importance of intramolecular hydrogen bond was overemphasized in the previous studies and it is hyperconjugation not intramolecular hydrogen bond that determines the order and relative energy of the conformers considered in this Letter. © 2003 Elsevier Science B.V. All rights reserved.

UR - https://www.scopus.com/pages/publications/0037424609

UR - https://www.scopus.com/record/pubmetrics.uri?eid=2-s2.0-0037424609&origin=recordpage

U2 - 10.1016/S0009-2614(03)00072-1

DO - 10.1016/S0009-2614(03)00072-1

M3 - RGC 21 - Publication in refereed journal

SN - 0009-2614

VL - 370

SP - 147

EP - 153

JO - Chemical Physics Letters

JF - Chemical Physics Letters

IS - 1-2

ER -

Hyperconjugation versus intramolecular hydrogen bond: Origin of the conformational preference of gaseous glycine

Abstract

Bibliographical note

Funding

Access Output

Other Access Options

Permanent Link

Other Files and Links

Fingerprint

Cite this