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首页> 外文期刊>Journal of mass spectrometry: JMS >Fragmentation reactions of singly and doubly protonated thiourea- and sugar-substituted cyclams and their transition-metal complexes
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Fragmentation reactions of singly and doubly protonated thiourea- and sugar-substituted cyclams and their transition-metal complexes

机译：单独和双质子化硫脲和糖 - 取代的醋酸酯的碎片反应及其过渡金属配合物

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摘要

Cyclam macrocycles tetrasubstituted with amino-, thiourea-, and sugar-terminated side chains are ionized by electrospray ionization mass spectrometry (ESI-MS) as singly or doubly protonated species or as transition-metal complexes. Their fragmentation behavior is examined in a Fourier-transform ion-cyclotron-resonance (FT-ICR) mass spectrometer by collision-induced dissociation (CID) experiments. Typically, fragmentation occurs within the side chains through a number of different 1,2-elimination reactions irrespective of the absence or presence of a transition metal ion such as Co2+, Ni2+, or Zn2+. A remarkable exception is Cu2+, which induces ring cleavage reactions. This is traced back to an electron transfer from the cyclam nitrogen atoms to the Cu2+ ion. The electron transfer creates a cation-radical within the macrocycle, which induces typical fragmentation reactions such as a-cleavages that lead to fragmentation within the macrocycle. This interpretation is in line with fragmentation experiments on unsubstituted cyclam and its complexes.
机译：通过电喷雾电离质谱（ESI-MS）作为单独或双质子化物质或过渡 - 金属配合物，通过电喷雾电离质谱（ESI-MS）来离子，使锡酰胺宏γ。通过碰撞诱导的解离（CID）实验，在傅里叶变换离子 - 回旋 - 共振（FT-ICR）质谱仪中检查它们的碎片行为。通常，不管不存在过渡金属离子，如CO 2 +，Ni2 +或Zn2 +，通常会在侧链内发生碎裂。一个显着的例外是Cu2 +，其诱导环切割反应。将其追溯到从循环氮原子的电子转移到Cu2 +离子。电子转移在宏循环内产生阳离子 - 基团，其诱导典型的碎片反应，例如导致宏循环内的破碎物的裂解。这种解释符合未取代的锡司及其复合物的碎片试验。

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