Synthesis of Nanometer Sized Bis- and Tris-trityl Model Compounds with Different Extent of Spin–Spin Coupling
Tris(2,3,5,6-tetrathiaaryl)methyl radicals, so-called trityl radicals, are emerging as spin labels for distance measurements in biological systems based on Electron Paramagnetic Resonance (EPR). Here, the synthesis and characterization of rigid model systems carrying either two or three trityl moiet...
| Main Authors: | , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2018-03-01
|
| Series: | Molecules |
| Subjects: | |
| Online Access: | http://www.mdpi.com/1420-3049/23/3/682 |
| _version_ | 1818233949138190336 |
|---|---|
| author | J. Jacques Jassoy Andreas Meyer Sebastian Spicher Christine Wuebben Olav Schiemann |
| author_facet | J. Jacques Jassoy Andreas Meyer Sebastian Spicher Christine Wuebben Olav Schiemann |
| author_sort | J. Jacques Jassoy |
| collection | DOAJ |
| description | Tris(2,3,5,6-tetrathiaaryl)methyl radicals, so-called trityl radicals, are emerging as spin labels for distance measurements in biological systems based on Electron Paramagnetic Resonance (EPR). Here, the synthesis and characterization of rigid model systems carrying either two or three trityl moieties is reported. The monofunctionalized trityl radicals are connected to the molecular bridging scaffold via an esterification reaction employing the Mukaiyama reagent 2-chloro-methylpyridinium iodide. The bis- and tris-trityl compounds exhibit different inter-spin distances, strength of electron–electron exchange and dipolar coupling and can give rise to multi-spin effects. They are to serve as benchmark systems in comparing EPR distance measurement methods. |
| first_indexed | 2024-12-12T11:30:18Z |
| format | Article |
| id | doaj.art-ffff61792d2647d38e72da539fe35ab2 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-12T11:30:18Z |
| publishDate | 2018-03-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-ffff61792d2647d38e72da539fe35ab22022-12-22T00:25:49ZengMDPI AGMolecules1420-30492018-03-0123368210.3390/molecules23030682molecules23030682Synthesis of Nanometer Sized Bis- and Tris-trityl Model Compounds with Different Extent of Spin–Spin CouplingJ. Jacques Jassoy0Andreas Meyer1Sebastian Spicher2Christine Wuebben3Olav Schiemann4Institute of Physical and Theoretical Chemistry, University of Bonn, 53115 Bonn, GermanyInstitute of Physical and Theoretical Chemistry, University of Bonn, 53115 Bonn, GermanyInstitute of Physical and Theoretical Chemistry, University of Bonn, 53115 Bonn, GermanyInstitute of Physical and Theoretical Chemistry, University of Bonn, 53115 Bonn, GermanyInstitute of Physical and Theoretical Chemistry, University of Bonn, 53115 Bonn, GermanyTris(2,3,5,6-tetrathiaaryl)methyl radicals, so-called trityl radicals, are emerging as spin labels for distance measurements in biological systems based on Electron Paramagnetic Resonance (EPR). Here, the synthesis and characterization of rigid model systems carrying either two or three trityl moieties is reported. The monofunctionalized trityl radicals are connected to the molecular bridging scaffold via an esterification reaction employing the Mukaiyama reagent 2-chloro-methylpyridinium iodide. The bis- and tris-trityl compounds exhibit different inter-spin distances, strength of electron–electron exchange and dipolar coupling and can give rise to multi-spin effects. They are to serve as benchmark systems in comparing EPR distance measurement methods.http://www.mdpi.com/1420-3049/23/3/682radicalspara-phenylene ethynyleneEPRexchange couplingpulsed dipolar spectroscopyPELDORDEER |
| spellingShingle | J. Jacques Jassoy Andreas Meyer Sebastian Spicher Christine Wuebben Olav Schiemann Synthesis of Nanometer Sized Bis- and Tris-trityl Model Compounds with Different Extent of Spin–Spin Coupling Molecules radicals para-phenylene ethynylene EPR exchange coupling pulsed dipolar spectroscopy PELDOR DEER |
| title | Synthesis of Nanometer Sized Bis- and Tris-trityl Model Compounds with Different Extent of Spin–Spin Coupling |
| title_full | Synthesis of Nanometer Sized Bis- and Tris-trityl Model Compounds with Different Extent of Spin–Spin Coupling |
| title_fullStr | Synthesis of Nanometer Sized Bis- and Tris-trityl Model Compounds with Different Extent of Spin–Spin Coupling |
| title_full_unstemmed | Synthesis of Nanometer Sized Bis- and Tris-trityl Model Compounds with Different Extent of Spin–Spin Coupling |
| title_short | Synthesis of Nanometer Sized Bis- and Tris-trityl Model Compounds with Different Extent of Spin–Spin Coupling |
| title_sort | synthesis of nanometer sized bis and tris trityl model compounds with different extent of spin spin coupling |
| topic | radicals para-phenylene ethynylene EPR exchange coupling pulsed dipolar spectroscopy PELDOR DEER |
| url | http://www.mdpi.com/1420-3049/23/3/682 |
| work_keys_str_mv | AT jjacquesjassoy synthesisofnanometersizedbisandtristritylmodelcompoundswithdifferentextentofspinspincoupling AT andreasmeyer synthesisofnanometersizedbisandtristritylmodelcompoundswithdifferentextentofspinspincoupling AT sebastianspicher synthesisofnanometersizedbisandtristritylmodelcompoundswithdifferentextentofspinspincoupling AT christinewuebben synthesisofnanometersizedbisandtristritylmodelcompoundswithdifferentextentofspinspincoupling AT olavschiemann synthesisofnanometersizedbisandtristritylmodelcompoundswithdifferentextentofspinspincoupling |