التفاصيل البيبلوغرافية
العنوان: |
Discrimination of the Enantiotopic Faces of Structurally Unbiased Carbenium Ions Employing a Cyclohexadiene‐Based Chiral Hydride Source |
المؤلفون: |
Wolff, Benedikt, Qu, Zheng‐Wang, Grimme, Stefan, Oestreich, Martin |
المساهمون: |
Deutsche Forschungsgemeinschaft, Einstein Stiftung Berlin, Technische Universität Berlin |
المصدر: |
Angewandte Chemie International Edition ; volume 62, issue 29 ; ISSN 1433-7851 1521-3773 |
بيانات النشر: |
Wiley |
سنة النشر: |
2023 |
المجموعة: |
Wiley Online Library (Open Access Articles via Crossref) |
الوصف: |
An enantioselective reduction of simple carbenium ions with cyclohexadienes containing a hydridic C−H bond at an asymmetrically substituted carbon atom is disclosed. The net reaction is a transfer hydrogenation of alkenes (styrenes) only employing chiral cyclohexadienes as dihydrogen surrogates. The trityl cation is used to initiate a Brønsted acid‐promoted process, in which a delicate intermolecular capture of a carbenium‐ion intermediate by the aforementioned chiral hydride source is enantioselectivity determining. Exclusively non‐covalent interactions are rendering one of the transition states energetically more favored, giving the reduction products in good enantiomeric ratios. The computed reaction mechanism supports the present findings as well as previous results obtained from studies on other transfer‐hydrogenation methods involving the cyclohexadiene platform. |
نوع الوثيقة: |
article in journal/newspaper |
اللغة: |
English |
DOI: |
10.1002/anie.202305295 |
الإتاحة: |
https://doi.org/10.1002/anie.202305295Test |
حقوق: |
http://creativecommons.org/licenses/by/4.0Test/ |
رقم الانضمام: |
edsbas.3A1FFF14 |
قاعدة البيانات: |
BASE |