Matrix-assisted laser desorption/ionisation quadrupole ion trap time-of-flight mass spectrometry of novel shape-persistent macrocycles
| Authors | |
|---|---|
| Year of publication | 2015 |
| Type | Article in Periodical |
| Magazine / Source | Rapid Communications in Mass Spectrometry |
| MU Faculty or unit | |
| Citation | |
| Web | http://onlinelibrary.wiley.com/doi/10.1002/rcm.7209/abstract;jsessionid=AEF9160FA0CD251A41CEF867A88F6C96.f04t03 |
| Doi | http://dx.doi.org/10.1002/rcm.7209 |
| Field | Analytic chemistry |
| Keywords | ELECTRON-TRANSFER PROCESSES; ARYLENE ETHYNYLENE MACROCYCLES; ACCEPTOR SYSTEMS; DONOR; DERIVATIVES; PRECURSORS; MOLECULES; RINGS |
| Description | Shape-persistent macrocycles (SPMs) represent innovative molecular building blocks for the development of highly organised supramolecular architectures with application in nanotechnology, chemistry, catalysis and optoelectronics. Systematic mass spectrometric characterisation of SPMs and their collision-activated decay is not available to date. Characterization of alkoxy-decorated SPMs was performed by matrix-assisted laser desorption/ionization quadrupole ion trap time-of-flight mass spectrometry (MALDI-QIT-TOFMS) and collision-induced dissociation (CID). Laser excitation of SPMs leads to the formation of stable cation radicals which show characteristic fragmentation patterns. All the product ions formed were identified. Photoelectrons generated during the MALDI process and full-ring conjugation were found to be fundamental for the formation of molecular cation radicals and their stabilisation, respectively. Formation of supramolecular aggregates of SPMs by - stacking was proven. SPMs are suitable motifs for the preparation of novel fullerene-based donor-acceptor systems. Alkoxy-decorated SPMs represent promising electron-donating building blocks that can be exploited in electronics and optoelectronics for the development of robust and highly efficient laser-activated supramolecular switches. |
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