Gas-Phase Deprotonation of Benzhydryl Cations: Carbene Basicity, Multiplicity, and Rearrangements
Gas-Phase Deprotonation of Benzhydryl Cations: Carbene Basicity, Multiplicity, and Rearrangements
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二苯甲基阳离子的气相去质子化：卡宾碱度、多重性和重排
DOI：
10.1021/acs.joc.9b00496
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发表时间：
2019
期刊：
影响因子：
--
通讯作者：
Lee, Jeehiun K.
中科院分区：
文献类型：
--
作者：
Xu, Jiahui;Mieres-Perez, Joel;Sanchez-Garcia, Elsa;Lee, Jeehiun K.
卡宾的许多基本性质，特别是碱性，仍然知之甚少。在此，一系列的二苯甲基阳离子的去质子化的实验和计算检查已进行。这些研究代表了第一次尝试提供二芳基卡宾碱性的实验值。去质子化的途径，包括是否形成单重态或三重态卡宾，进行了探测。由于二芳基卡宾被认为是已知的最强的有机碱之一，因此评估这些物质的质子化的能量对于广泛的化学过程具有根本的重要性。
Many fundamental properties of carbenes, particularly basicity, remain poorly understood. Herein, an experimental and computational examination of the deprotonation of a series of benzhydryl cations has been undertaken. These studies represent the first attempt at providing experimental values for diarylcarbene basicities. Pathways to deprotonation, including whether the singlet or triplet carbene is formed, are probed. Because diarylcarbenes are expected to be among the strongest organic bases known, assessing the energetics of protonation of these species is of fundamental importance for a wide range of chemical processes.