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Chemical Properties of Dialkyl Halonium Ions (R2Hal+) and Their Neutral Analogues, Methyl Carboranes, CH3-(CHB11Hal11), Where Hal = F, Cl. / Stoyanov, Evgenii S.

In: Journal of Physical Chemistry A, Vol. 121, No. 15, 20.04.2017, p. 2918-2923.

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

Harvard

Stoyanov, ES 2017, 'Chemical Properties of Dialkyl Halonium Ions (R2Hal+) and Their Neutral Analogues, Methyl Carboranes, CH3-(CHB11Hal11), Where Hal = F, Cl', Journal of Physical Chemistry A, vol. 121, no. 15, pp. 2918-2923. https://doi.org/10.1021/acs.jpca.7b01203

APA

Stoyanov, E. S. (2017). Chemical Properties of Dialkyl Halonium Ions (R2Hal+) and Their Neutral Analogues, Methyl Carboranes, CH3-(CHB11Hal11), Where Hal = F, Cl. Journal of Physical Chemistry A, 121(15), 2918-2923. https://doi.org/10.1021/acs.jpca.7b01203

Vancouver

Stoyanov ES. Chemical Properties of Dialkyl Halonium Ions (R2Hal+) and Their Neutral Analogues, Methyl Carboranes, CH3-(CHB11Hal11), Where Hal = F, Cl. Journal of Physical Chemistry A. 2017 Apr 20;121(15):2918-2923. doi: 10.1021/acs.jpca.7b01203

Author

Stoyanov, Evgenii S. / Chemical Properties of Dialkyl Halonium Ions (R2Hal+) and Their Neutral Analogues, Methyl Carboranes, CH3-(CHB11Hal11), Where Hal = F, Cl. In: Journal of Physical Chemistry A. 2017 ; Vol. 121, No. 15. pp. 2918-2923.

BibTeX

@article{9b3192a07ad04ddc958302db5ca1a8d7,
title = "Chemical Properties of Dialkyl Halonium Ions (R2Hal+) and Their Neutral Analogues, Methyl Carboranes, CH3-(CHB11Hal11), Where Hal = F, Cl",
abstract = "Chloronium cations in their salts (CnH2n+1)2Cl+{CHB11Cl11 -}, with n = 1 to 3 and exceptionally stable carborane anions, are stable at ambient and elevated temperatures. The temperature at which they decompose to carbocations with HCl elimination (below 150 °C) decreases with the increasing n from 1 to 3 because of increasing ionicity of C-Cl bonds in the C-Cl+-C bridge. At room temperature, the salts of cations with n ≥ 4 [starting from t-Bu2Cl+ or (cyclo-C5H11)2Cl+] are unstable and decompose. With decreasing chloronium ion stability, their ability to interact with chloroalkanes to form oligomeric cations increases. It was shown indirectly that unstable salt of fluoronium ions (CH3)2F+(CHB11F11 -) must exist at low temperatures. The proposed (CH3)2F+ cation is much more reactive than the corresponding chloronium, showing at room temperature chemical properties expected of (CH3)2Cl+ at elevated temperatures.",
keywords = "FLUORONIUM ION, HYPERCONJUGATION, CARBOCATIONS, TEMPERATURE, PROTONATION, ENERGETICS, EXCHANGE, CATIONS, ACIDITY, HALIDES",
author = "Stoyanov, {Evgenii S.}",
year = "2017",
month = apr,
day = "20",
doi = "10.1021/acs.jpca.7b01203",
language = "English",
volume = "121",
pages = "2918--2923",
journal = "Journal of Physical Chemistry A",
issn = "1089-5639",
publisher = "American Chemical Society",
number = "15",

}

RIS

TY - JOUR

T1 - Chemical Properties of Dialkyl Halonium Ions (R2Hal+) and Their Neutral Analogues, Methyl Carboranes, CH3-(CHB11Hal11), Where Hal = F, Cl

AU - Stoyanov, Evgenii S.

PY - 2017/4/20

Y1 - 2017/4/20

N2 - Chloronium cations in their salts (CnH2n+1)2Cl+{CHB11Cl11 -}, with n = 1 to 3 and exceptionally stable carborane anions, are stable at ambient and elevated temperatures. The temperature at which they decompose to carbocations with HCl elimination (below 150 °C) decreases with the increasing n from 1 to 3 because of increasing ionicity of C-Cl bonds in the C-Cl+-C bridge. At room temperature, the salts of cations with n ≥ 4 [starting from t-Bu2Cl+ or (cyclo-C5H11)2Cl+] are unstable and decompose. With decreasing chloronium ion stability, their ability to interact with chloroalkanes to form oligomeric cations increases. It was shown indirectly that unstable salt of fluoronium ions (CH3)2F+(CHB11F11 -) must exist at low temperatures. The proposed (CH3)2F+ cation is much more reactive than the corresponding chloronium, showing at room temperature chemical properties expected of (CH3)2Cl+ at elevated temperatures.

AB - Chloronium cations in their salts (CnH2n+1)2Cl+{CHB11Cl11 -}, with n = 1 to 3 and exceptionally stable carborane anions, are stable at ambient and elevated temperatures. The temperature at which they decompose to carbocations with HCl elimination (below 150 °C) decreases with the increasing n from 1 to 3 because of increasing ionicity of C-Cl bonds in the C-Cl+-C bridge. At room temperature, the salts of cations with n ≥ 4 [starting from t-Bu2Cl+ or (cyclo-C5H11)2Cl+] are unstable and decompose. With decreasing chloronium ion stability, their ability to interact with chloroalkanes to form oligomeric cations increases. It was shown indirectly that unstable salt of fluoronium ions (CH3)2F+(CHB11F11 -) must exist at low temperatures. The proposed (CH3)2F+ cation is much more reactive than the corresponding chloronium, showing at room temperature chemical properties expected of (CH3)2Cl+ at elevated temperatures.

KW - FLUORONIUM ION

KW - HYPERCONJUGATION

KW - CARBOCATIONS

KW - TEMPERATURE

KW - PROTONATION

KW - ENERGETICS

KW - EXCHANGE

KW - CATIONS

KW - ACIDITY

KW - HALIDES

UR - http://www.scopus.com/inward/record.url?scp=85020030045&partnerID=8YFLogxK

U2 - 10.1021/acs.jpca.7b01203

DO - 10.1021/acs.jpca.7b01203

M3 - Article

C2 - 28355067

AN - SCOPUS:85020030045

VL - 121

SP - 2918

EP - 2923

JO - Journal of Physical Chemistry A

JF - Journal of Physical Chemistry A

SN - 1089-5639

IS - 15

ER -

ID: 10189057