CO/CO and NO/NO coupling at a hidden frustrated Lewis pair template
- N-Allyltetramethylpiperidine is readily isomerized to the corresponding enamine by treatment with catalytic amounts of B(C6F5)3. It adds HB(C6F5)2 at the nucleophilic enamine carbon atom to form a C/B Lewis adduct. This reacts with two molar equivalents of carbon monoxide by selective head to tail coupling to give a five-membered C2O2B heterocycle. In contrast the enamine/HB(C6F5)2 Lewis pair reacts with two molar equiv. of nitric oxide by head to head coupling. This reaction probably proceeds via equilibrium with the corresponding vicinal N/B Lewis pair. Most products were characterized by X-ray diffraction.
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| Author: | Tongdao Wang, Long Wang, Constantin Gabriel Daniliuc, Kamil Samigullin, Matthias WagnerORCiD, Gerald Kehr, Gerhard Erker |
|---|---|
| URN: | urn:nbn:de:hebis:30:3-450140 |
| DOI: | https://doi.org/10.1039/C6SC04459J |
| ISSN: | 2041-6539 |
| ISSN: | 2041-6520 |
| Pubmed Id: | https://pubmed.ncbi.nlm.nih.gov/28451352 |
| Parent Title (English): | Chemical science |
| Publisher: | RSC |
| Place of publication: | Cambridge |
| Document Type: | Article |
| Language: | English |
| Year of Completion: | 2017 |
| Date of first Publication: | 2017/01/04 |
| Publishing Institution: | Universitätsbibliothek Johann Christian Senckenberg |
| Release Date: | 2017/12/14 |
| Volume: | 8 |
| Issue: | 3 |
| Page Number: | 7 |
| First Page: | 2457 |
| Last Page: | 2463 |
| Note: | This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. |
| HeBIS-PPN: | 427892317 |
| Institutes: | Biochemie, Chemie und Pharmazie / Biochemie und Chemie |
| Dewey Decimal Classification: | 5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften |
| Sammlungen: | Universitätspublikationen |
| Licence (German): |  Creative Commons - Namensnennung 3.0 |
