Gold(I)-catalyzed intermolecular hydroalkoxylation of allenes: a DFT study.
The mechanistic and regiochemical aspects in the Au(I)-catalyzed intermolecular hydroalkoxylation of allenes have been studied computationally. The most favorable pathway is nucleophilic attack of an Au(I)-coordinated allene, which occurs irreversibly. An Au(I)-catalyzed mechanism is proposed that a...
| Auteurs principaux: | , |
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| Format: | Journal article |
| Langue: | English |
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2009
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| _version_ | 1826276720427139072 |
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| author | Paton, R Maseras, F |
| author_facet | Paton, R Maseras, F |
| author_sort | Paton, R |
| collection | OXFORD |
| description | The mechanistic and regiochemical aspects in the Au(I)-catalyzed intermolecular hydroalkoxylation of allenes have been studied computationally. The most favorable pathway is nucleophilic attack of an Au(I)-coordinated allene, which occurs irreversibly. An Au(I)-catalyzed mechanism is proposed that allows the facile interconversion of regioisomeric allylic ether products. The regioisomers are connected via a stabilized diether intermediate with a C-Au sigma-bond, which successfully explains the observed regioselectivity for the thermodynamic product. |
| first_indexed | 2024-03-06T23:18:08Z |
| format | Journal article |
| id | oxford-uuid:67d2dc99-ab83-4e93-8c1f-e8c7bc0a62cb |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-06T23:18:08Z |
| publishDate | 2009 |
| record_format | dspace |
| spelling | oxford-uuid:67d2dc99-ab83-4e93-8c1f-e8c7bc0a62cb2022-03-26T18:40:53ZGold(I)-catalyzed intermolecular hydroalkoxylation of allenes: a DFT study.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:67d2dc99-ab83-4e93-8c1f-e8c7bc0a62cbEnglishSymplectic Elements at Oxford2009Paton, RMaseras, FThe mechanistic and regiochemical aspects in the Au(I)-catalyzed intermolecular hydroalkoxylation of allenes have been studied computationally. The most favorable pathway is nucleophilic attack of an Au(I)-coordinated allene, which occurs irreversibly. An Au(I)-catalyzed mechanism is proposed that allows the facile interconversion of regioisomeric allylic ether products. The regioisomers are connected via a stabilized diether intermediate with a C-Au sigma-bond, which successfully explains the observed regioselectivity for the thermodynamic product. |
| spellingShingle | Paton, R Maseras, F Gold(I)-catalyzed intermolecular hydroalkoxylation of allenes: a DFT study. |
| title | Gold(I)-catalyzed intermolecular hydroalkoxylation of allenes: a DFT study. |
| title_full | Gold(I)-catalyzed intermolecular hydroalkoxylation of allenes: a DFT study. |
| title_fullStr | Gold(I)-catalyzed intermolecular hydroalkoxylation of allenes: a DFT study. |
| title_full_unstemmed | Gold(I)-catalyzed intermolecular hydroalkoxylation of allenes: a DFT study. |
| title_short | Gold(I)-catalyzed intermolecular hydroalkoxylation of allenes: a DFT study. |
| title_sort | gold i catalyzed intermolecular hydroalkoxylation of allenes a dft study |
| work_keys_str_mv | AT patonr goldicatalyzedintermolecularhydroalkoxylationofallenesadftstudy AT maserasf goldicatalyzedintermolecularhydroalkoxylationofallenesadftstudy |