Realizing 1,1-Dehydration of secondary alcohols to carbenes: pyrrolidin-2-ols as a source of cyclic (Alkyl)(Amino)carbenes
| dc.contributor.author | Daş, Ayan | |
| dc.contributor.author | Elvers, Benedict J. | |
| dc.contributor.author | Nayak, Mithilesh Kumar | |
| dc.contributor.author | Chrysochos, Nicolas | |
| dc.contributor.author | Anga, Srinivas | |
| dc.contributor.author | Kumar, Amar | |
| dc.contributor.author | Rao, D. Krishna | |
| dc.contributor.author | Narayanan, Tharangattu N. | |
| dc.contributor.author | Schulzke, Carola | |
| dc.contributor.author | Yıldız, Cem Burak | |
| dc.contributor.author | Jana, Anukul | |
| dc.date.accessioned | 2022-05-23T11:22:23Z | |
| dc.date.available | 2022-05-23T11:22:23Z | |
| dc.date.issued | 2022 | |
| dc.department | Teknik Bilimler Meslek Yüksekokulu | |
| dc.description.abstract | Herein we report secondary pyrrolidin-2-ols as a source of cyclic (alkyl)(amino)carbenes (CAAC) for the synthesis of CAAC-Cu-I-complexes and cyclic thiones when reacted with Cu-I-salts and elemental sulfur, respectively, under reductive elimination of water from the carbon(IV)-center. This result demonstrates a convenient and facile access to CAAC-based Cu-I-salts, which are well known catalysts for different organic transformations. It further establishes secondary alcohols to be a viable source of carbenes-realizing after 185 years Dumas' dream who tried to prepare the parent carbene (CH2) by 1,1-dehydration of methanol. Addressed is also the reactivity of water towards CAACs, which proceeds through an oxidative addition of the O-H bond to the carbon(II)-center. This emphasizes the ability of carbon-compounds to mimic the reactivity of transition-metal complexes: reversible oxidative addition and reductive elimination of the O-H bond to/from the C(II)/C(IV)-centre. | |
| dc.identifier.doi | 10.1002/anie.202202637 | |
| dc.identifier.endpage | - | en_US |
| dc.identifier.issn | 1433-7851 | |
| dc.identifier.issn | 1521-3773 | |
| dc.identifier.issue | - | en_US |
| dc.identifier.pmid | 35362643 | |
| dc.identifier.scopusquality | Q1 | |
| dc.identifier.startpage | - | en_US |
| dc.identifier.uri | https:/dx.doi.org/10.1002/anie.202202637 | |
| dc.identifier.uri | https://hdl.handle.net/20.500.12451/9414 | |
| dc.identifier.volume | - | en_US |
| dc.identifier.wos | WOS:000791488500001 | |
| dc.identifier.wosquality | Q1 | |
| dc.indekslendigikaynak | Web of Science | |
| dc.indekslendigikaynak | Scopus | |
| dc.indekslendigikaynak | PubMed | |
| dc.language.iso | en | |
| dc.publisher | Wiley-VCH Verlag | |
| dc.relation.ispartof | Angewandte Chemie International Edition | |
| dc.relation.publicationcategory | Makale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı | |
| dc.rights | info:eu-repo/semantics/embargoedAccess | |
| dc.subject | 1-Dehydration | |
| dc.subject | Carbenes | |
| dc.subject | Dehydrogenation | |
| dc.subject | Elimination | |
| dc.subject | Hydrated Carbenes | |
| dc.title | Realizing 1,1-Dehydration of secondary alcohols to carbenes: pyrrolidin-2-ols as a source of cyclic (Alkyl)(Amino)carbenes | |
| dc.type | Article |
