Yao Shengjun, Zhang Xiang, Zhou Jing, Qian Rong, Xu Zhe, Fang Fang, Wei Yuanlong, Wang Cuihong, Yuan Shuai, Guo Yinlong
Shanghai Mass Spectrometry Center, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, PR China.
J Mass Spectrom. 2009 Jan;44(1):32-9. doi: 10.1002/jms.1467.
Gas-phase mass spectrometric studies and calculations were performed for the reaction of naked phenylium ion with several benzene halides. From these reactions, the molecular ion for biphenyl as the predominant product was obtained only from the reaction of phenylium ions with iodobenzene and bromobenzene. Furthermore, through the collision-induced dissociation (CID) of the ion at m/z 281, the only dissociation observed is the loss of a phenyl radical, which indicates that a single-electron transfer (SET) mechanism might have occurred within the reaction. Additionally, according to the comparison between the CID experiments of those isomeric compounds of the sigma-complexes and the CID experiment of the ion at m/z 281 captured in the ion trap, we have also defined the captured ion at m/z 281 as an SET-intimate ion pair rather than those of sigma-complexes or the diphenyliodonium.
对裸苯基离子与几种卤代苯的反应进行了气相质谱研究和计算。从这些反应中，仅在苯基离子与碘苯和溴苯的反应中得到了作为主要产物的联苯分子离子。此外，通过对质荷比为281的离子进行碰撞诱导解离（CID），观察到的唯一解离是失去一个苯基自由基，这表明反应中可能发生了单电子转移（SET）机制。另外，根据σ-络合物的那些异构体化合物的CID实验与离子阱中捕获的质荷比为281的离子的CID实验之间的比较，我们还将质荷比为281的捕获离子定义为SET紧密离子对，而不是σ-络合物或二苯基碘鎓的离子对。
