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Ethylenediamine as a liquid chemical reagent to probe hydrogen bonding and host‐guest interactions with crown ethers in an ion trap tandem mass spectrometer
Author(s) -
Wu HuiFen,
Lin PeiYi
Publication year - 2004
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/rcm.1487
Subject(s) - chemistry , protonation , ethylenediamine , crown ether , molecule , reagent , adduct , quadrupole ion trap , dissociation (chemistry) , hydrogen bond , tandem mass spectrometry , mass spectrometry , ion trap , ion , photochemistry , inorganic chemistry , organic chemistry , chromatography
Ethylenediamine (EDA) was used as a novel liquid chemical reagent to probe hydrogen bonding and host‐guest interactions with crown ether derivatives in an ion trap mass spectrometer (ITMS). Selective ion/molecule reaction product ions were generated by reactions of EDA with oxygenated and aza‐crown ethers. For the oxygenated crown ethers, glycols and dimethylglycols, ion/molecule reactions led to the formation of the protonated molecules ([M+H] + ) and adduct ions including [M+30] + , [M+44] + and [M+61] + . The aza‐crown ethers produced [M+H] + , [M+13] + and [M+27] + ions. Collisionally activated dissociation (CAD) experiments were applied to probe the binding strength of these ion/molecule reaction products. CAD results indicated that all these hydrogen‐bonding complexes are weakly bound except for the [M+44] + ion of 18‐crown‐6, since all the complexes dissociate to the protonated polyether and/or protonated EDA. Fragmentation of the [M+H] + ions under CAD conditions indicates the extensive covalent bond cleavage of the protonated crown ether skeleton. Copyright © 2004 John Wiley & Sons, Ltd.