Hammett Analysis of a Family of Carbene-Carbene Complex Equilibria

被引：13

作者：

Wang, Lei ^{[1
]}

Moss, Robert A. ^{[1
]}

Thompson, Jack ^{[1
]}

Krogh-Jespersen, Karsten ^{[1
]}

机构：

[1] Rutgers State Univ, Dept Chem & Chem Biol, New Brunswick, NJ 08903 USA

来源：

ORGANIC LETTERS | 2011年 / 13卷 / 05期

基金：

美国国家科学基金会;

关键词：

SOLVATION;

D O I：

10.1021/ol200083a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

p-X-substituted phenylchlorocarbenes (X = NO2, CF3, Cl, H, Me, and MeO) form pi-type complexes with trimethoxybenzene in pentane. The carbenes and complexes are in equilibrium, and logarithms of the measured equilibrium constants are well correlated by Hammett sigma(p) constants with rho = 2.48. The carbene complexes are characterized by UV-vis spectroscopy, and computational analysis is afforded by DFT calculations.

引用

页码：1198 / 1201

页数：4

共 6 条

[1] A Carbene-Carbene Complex Equilibrium
Moss, Robert A.
Wang, Lei
Odorisio, Christina M.
Krogh-Jespersen, Karsten
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (31) : 10677 - 10679
[2] Visualizing Carbene Equilibria
Moss, Robert A.
Wang, Lei
Hoijemberg, Pablo A.
Krogh-Jespersen, Karsten
PHOTOCHEMISTRY AND PHOTOBIOLOGY, 2014, 90 (02) : 287 - 293
[3] Transient Innermolecular Carbene-Hemicarcerand Complex of Fluorophenylcarbene
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JOURNAL OF PHYSICAL CHEMISTRY A, 2011, 115 (47) : 13799 - 13803
[4] Two Equilibria of (N-Methyl-3-pyridinium)chlorocarbene, a Cationic Carbene
Cang, Hui
Moss, Robert A.
Krogh-Jespersen, Karsten
JOURNAL OF PHYSICAL CHEMISTRY A, 2016, 120 (05) : 699 - 708
[5] Understanding the Unexpected Product Distribution in the Aerial Oxidation of Carbene-Stabilized Diphosphorus Complex
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Banerjee, Ambar
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CHEMISTRY-A EUROPEAN JOURNAL, 2018, 24 (17) : 4350 - 4360
[6] Structural and vibrational spectroscopic analysis of two Au(I) - NHC carbene complexes potential anticancer agents with intramolecular aurophilic interactions: A DFT study
Benavides, Maria
RESULTS IN CHEMISTRY, 2024, 8

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