Protonation Sites of Aromatic Compounds in (+) Atmospheric Pressure Photoionization
Protonation Sites of Aromatic Compounds in (+) Atmospheric Pressure Photoionization
复制标题
( ) 常压光电离中芳香族化合物的质子化位点
DOI：
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发表时间：
2017
期刊：
影响因子：
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通讯作者：
Arif Ahmed
中科院分区：
文献类型：
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作者：
Sunghwan Kim;Arif Ahmed
研究发现，芳香族化合物氢转移反应的反应焓受质子化位置的影响很大。因此，为了明确质子化位置，我们从理论上确定了43种芳香族化合物的每个候选质子化位点，并将其位置与实验MS数据进行了比较。吡啶型芳香族化合物的质子化位点只有碱性氮原子，而吡咯型芳香族化合物的质子化位点则是碳原子。苯胺或甲基化苯胺型芳香化合物最有利的质子化位点要么是胺基上的氮原子，要么是胺基对位上的碳原子。与吡咯型化合物一样，含有胺基的芳香化合物也倾向于在碳原子而不是氮原子上发生质子化。此外，具有无杂原子的蒽基序的碳氢化合物与具有分子离子的碳氢化合物相比，产生更高或相同百分比的质子化离子。本研究结果可用于改进芳香族化合物的分析。
Reaction enthalpy of hydrogen transfer reactions of aromatic compounds has been observed to be greatly affected by the exact location of the protonation site. Therefore, to clearly identify the protonation location, each candidate protonation site for 43 aromatic compounds were theoretically determined and their location was compared with that determined based on experimental MS data. Only the basic nitrogen atom is favorable as a protonation site for pyridine-type aromatic compounds, whereas carbon atoms are preferable for the protonation of pyrrole-type compounds. The most favorable protonation sites for aniline or methylated aniline-type aromatic compounds are either the nitrogen atom in the amine group or the carbon atom at the para-position to the amine group. Like pyrrole-type compounds, aromatic compounds with amine groups also favor protonation at the carbon atom instead of at the nitrogen atom. In addition, hydrocarbons having an anthracene structural motif without heteroatoms produced higher or equal percentages of protonated ions compared to that achieved with molecular ions. The results of this study can be used to improve the analyses of aromatic compounds.
影响因子：
6.1
作者：
Forsberg ND;Wilson GR;Anderson KA
通讯作者：
Anderson KA