التفاصيل البيبلوغرافية
| العنوان: |
Closer Investigation of the Kinetics and Mechanism of Spirovinylcyclopropyl Oxindole Reaction with 3 Σ – g‑O 2 by Topological Approaches and Unraveling the Role of the I 2 Catalyst |
| المؤلفون: |
Luis R. Domingo (1403926), Elham Mazarei (4508746), Ahmad Seif (737722), Mar Ríos-Gutiérez (11249711), Ehsan Zahedi (4557988), Temer S. Ahmadi (2516875) |
| سنة النشر: |
2021 |
| المجموعة: |
Smithsonian Institution: Digital Repository |
| مصطلحات موضوعية: |
Biophysics, Biochemistry, Medicine, Genetics, Molecular Biology, Physiology, Biological Sciences not elsewhere classified, Physical Sciences not elsewhere classified, Information Systems not elsewhere classified, AIM topological analysis, singlet state, 2- vinyloxirane, iodine radicals, 2 Catalyst, spirovinylcyclopropyl oxindole, MN 15L level, rate-determining step, Δ g-O 2 reaction, electron localization function, asynchronous reaction, three-membered ring, mechanism, Topological Approaches, 1 5 species, Spirovinylcyclopropyl Oxindole Reaction, 3 MC |
| الوصف: |
In this investigation at the MN15L/Def2-TZVP level of theory, we present computational evidence indicating that the reaction of 3 Σ – g-O 2 with spirovinylcyclopropyl oxindole ( 2 ) leads to a product called spiro-1,2-dioxolane ( 2 ) in its singlet state; this reaction occurs via a stepwise mechanism and its rate-determining step is catalyzed by iodine radicals, which promotes opening of the three-membered ring under dark conditions. The conversion of 2 to 1-benzylindoline-2,3-dione ( 3 ) and 2-vinyloxirane ( 4 ) takes place via a concerted and slightly asynchronous reaction. Both electron localization function and AIM topological analysis reveal that the step associated with the attack of the 3 Σ – g-O 2 molecule on the intermediate 3 MC characterizes the formation of the only new O 2 –C 3 single bond, which occurs in a stepwise mechanism, in contrast to the Δg-O 2 reaction with 1 5 species. |
| نوع الوثيقة: |
article in journal/newspaper |
| اللغة: |
unknown |
| Relation: |
https://figshare.com/articles/journal_contribution/Closer_Investigation_of_the_Kinetics_and_Mechanism_of_Spirovinylcyclopropyl_Oxindole_Reaction_with_sup_3_sup_sup_sup_g_O_sub_2_sub_by_Topological_Approaches_and_Unraveling_the_Role_of_the_I_sub_2_sub_Catalyst/15135110 |
| DOI: |
10.1021/acs.jpca.1c03203.s001 |
| الاتاحة: |
https://doi.org/10.1021/acs.jpca.1c03203.s001 |
| Rights: |
CC BY-NC 4.0 |
| رقم الانضمام: |
edsbas.5DD3AFD0 |
| قاعدة البيانات: |
BASE |