Аннотация
The unexpected formation of a highly strained polycyclic amine was observed in a one-pot synthesis from cyclopentanone, dimethyl fumarate and ammonium acetate. This multistep reaction includes 1,3-dipolar cycloaddition of dimethyl fumarate to the cyclic azomethine ylide formed in situ from cyclopentanone and ammonia. The polycyclic amine product was easily converted into a sterically shielded polycyclic nitroxide. The EPR spectra and spin relaxation behavior of the nitroxide were studied in solution. The spin relaxation seems well suited for the use as a biological spin label and are comparable with those of cyclic nitroxides with two spirocyclic moieties adjacent to the N–O· group.
Язык оригинала | английский |
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Страницы (с-по) | 2664-2670 |
Число страниц | 7 |
Журнал | Beilstein Journal of Organic Chemistry |
Том | 15 |
DOI | |
Состояние | Опубликовано - 7 нояб. 2019 |