Water-assisted isomerization from linear propargylium (H2CCCH+) to cyclopropenylium (c-C3H3+)

Gui Xia Liu; Ze Sheng Li; Yi Hong Ding; Qiang Fu; Xu Ri Huang; Chia Chung Sun; Au Chin Tang

doi:10.1021/jp0212085

Water-assisted isomerization from linear propargylium (H₂CCCH⁺) to cyclopropenylium (c-C₃H₃⁺)

Gui Xia Liu, Ze Sheng Li^*, Yi Hong Ding, Qiang Fu, Xu Ri Huang, Chia Chung Sun, Au Chin Tang

^*Corresponding author for this work

Jilin University

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

14 Citations (Scopus)

Abstract

Calculations at the QCISD(T)/6-311 +G(d,p)//B3LYP/6-31G(d) level indicate that the participation of water can effectively lower the isomerization barrier from linear propargylium (H₂CCCH⁺) to cyclopropenylium (c-C₃H₃⁺). With the increase of the amount of H₂O (nH₂O, n = 1, 2, or 3) participating in the isomerization, the isomerization barrier decreases, and with three H₂O molecules the isomerization becomes nearly barrierless. In contrast to previous studies on the catalytic effects of water on carbonyl systems and the reaction of H₂O(g) with SO₃(g), the so-called reactant and the catalyst do not associate into cyclic structures, but rather into open-chain structures. This work may be useful for further studies on the catalytic effect of other species having lone electronic pairs, such as H₂S, NH₃, and HF.

Original language	English
Pages (from-to)	10415-10422
Number of pages	8
Journal	Journal of Physical Chemistry A
Volume	106
Issue number	43
DOIs	https://doi.org/10.1021/jp0212085
Publication status	Published - 31 Oct 2002
Externally published	Yes

Access to Document

10.1021/jp0212085

Cite this

Liu, G. X., Li, Z. S., Ding, Y. H., Fu, Q., Huang, X. R., Sun, C. C., & Tang, A. C. (2002). Water-assisted isomerization from linear propargylium (H₂CCCH⁺) to cyclopropenylium (c-C₃H₃⁺). Journal of Physical Chemistry A, 106(43), 10415-10422. https://doi.org/10.1021/jp0212085

@article{7e68dbbf2d314acba459de42581a264a,

title = "Water-assisted isomerization from linear propargylium (H2CCCH+) to cyclopropenylium (c-C3H3+)",

abstract = "Calculations at the QCISD(T)/6-311 +G(d,p)//B3LYP/6-31G(d) level indicate that the participation of water can effectively lower the isomerization barrier from linear propargylium (H2CCCH+) to cyclopropenylium (c-C3H3+). With the increase of the amount of H2O (nH2O, n = 1, 2, or 3) participating in the isomerization, the isomerization barrier decreases, and with three H2O molecules the isomerization becomes nearly barrierless. In contrast to previous studies on the catalytic effects of water on carbonyl systems and the reaction of H2O(g) with SO3(g), the so-called reactant and the catalyst do not associate into cyclic structures, but rather into open-chain structures. This work may be useful for further studies on the catalytic effect of other species having lone electronic pairs, such as H2S, NH3, and HF.",

author = "Liu, {Gui Xia} and Li, {Ze Sheng} and Ding, {Yi Hong} and Qiang Fu and Huang, {Xu Ri} and Sun, {Chia Chung} and Tang, {Au Chin}",

year = "2002",

month = oct,

day = "31",

doi = "10.1021/jp0212085",

language = "English",

volume = "106",

pages = "10415--10422",

journal = "Journal of Physical Chemistry A",

issn = "1089-5639",

publisher = "American Chemical Society",

number = "43",

}

TY - JOUR

T1 - Water-assisted isomerization from linear propargylium (H2CCCH+) to cyclopropenylium (c-C3H3+)

AU - Liu, Gui Xia

AU - Li, Ze Sheng

AU - Ding, Yi Hong

AU - Fu, Qiang

AU - Huang, Xu Ri

AU - Sun, Chia Chung

AU - Tang, Au Chin

PY - 2002/10/31

Y1 - 2002/10/31

N2 - Calculations at the QCISD(T)/6-311 +G(d,p)//B3LYP/6-31G(d) level indicate that the participation of water can effectively lower the isomerization barrier from linear propargylium (H2CCCH+) to cyclopropenylium (c-C3H3+). With the increase of the amount of H2O (nH2O, n = 1, 2, or 3) participating in the isomerization, the isomerization barrier decreases, and with three H2O molecules the isomerization becomes nearly barrierless. In contrast to previous studies on the catalytic effects of water on carbonyl systems and the reaction of H2O(g) with SO3(g), the so-called reactant and the catalyst do not associate into cyclic structures, but rather into open-chain structures. This work may be useful for further studies on the catalytic effect of other species having lone electronic pairs, such as H2S, NH3, and HF.

AB - Calculations at the QCISD(T)/6-311 +G(d,p)//B3LYP/6-31G(d) level indicate that the participation of water can effectively lower the isomerization barrier from linear propargylium (H2CCCH+) to cyclopropenylium (c-C3H3+). With the increase of the amount of H2O (nH2O, n = 1, 2, or 3) participating in the isomerization, the isomerization barrier decreases, and with three H2O molecules the isomerization becomes nearly barrierless. In contrast to previous studies on the catalytic effects of water on carbonyl systems and the reaction of H2O(g) with SO3(g), the so-called reactant and the catalyst do not associate into cyclic structures, but rather into open-chain structures. This work may be useful for further studies on the catalytic effect of other species having lone electronic pairs, such as H2S, NH3, and HF.

UR - http://www.scopus.com/inward/record.url?scp=0037206749&partnerID=8YFLogxK

U2 - 10.1021/jp0212085

DO - 10.1021/jp0212085

M3 - Article

AN - SCOPUS:0037206749

SN - 1089-5639

VL - 106

SP - 10415

EP - 10422

JO - Journal of Physical Chemistry A

JF - Journal of Physical Chemistry A

IS - 43

ER -

Water-assisted isomerization from linear propargylium (H₂CCCH⁺) to cyclopropenylium (c-C₃H₃⁺)

Abstract

Access to Document

Other files and links

Fingerprint

Cite this