Bis[cyclic (alkyl)(amino)carbene] isomers : Stable trans-bis(CAAC) versus facile olefin formation for cis-bis(CAAC)
| dc.contributor.author | Puerta Lombardi, Braulio M. | |
| dc.contributor.author | Pezoulas, Ethan R. | |
| dc.contributor.author | Suvinen, Roope A. | |
| dc.contributor.author | Harrison, Alexander | |
| dc.contributor.author | Dubrawski, Zachary S. | |
| dc.contributor.author | Gelfand, Benjamin S. | |
| dc.contributor.author | Tuononen, Heikki M. | |
| dc.contributor.author | Roesler, Roland | |
| dc.date.accessioned | 2022-05-19T07:13:32Z | |
| dc.date.available | 2022-05-19T07:13:32Z | |
| dc.date.issued | 2022 | |
| dc.identifier.citation | Puerta Lombardi, B. M., Pezoulas, E. R., Suvinen, R. A., Harrison, A., Dubrawski, Z. S., Gelfand, B. S., Tuononen, H. M., & Roesler, R. (2022). Bis[cyclic (alkyl)(amino)carbene] isomers : Stable trans-bis(CAAC) versus facile olefin formation for cis-bis(CAAC). <i>Chemical Communications</i>, <i>58</i>(45), 6482-6485. <a href="https://doi.org/10.1039/d2cc01476a" target="_blank">https://doi.org/10.1039/d2cc01476a</a> | |
| dc.identifier.other | CONVID_144357494 | |
| dc.identifier.uri | https://jyx.jyu.fi/handle/123456789/81139 | |
| dc.description.abstract | Isomeric bis(aldiminium) salts with a 1,4-cyclohexylene framework were synthesized. The first isolable bis(CAAC) was prepared from the trans-stereoisomer and its ditopic ligand competency was proven by conversion to iridium(I) and rhodium(I) complexes. Upon deprotonation, the cis-isomer yielded an electron rich olefin via a classic, proton-catalyzed pathway. The C[double bond, length as m-dash]C bond formation from the desired cis-bis(CAAC) was shown to be thermodynamically very favorable and to involve a small activation barrier. Compounds that can be described as insertion products of the cis-bis(CAAC) into the E–H bonds of NH3, CH3CN and H2O were also identified. | en |
| dc.format.mimetype | application/pdf | |
| dc.language.iso | eng | |
| dc.publisher | Royal Society of Chemistry (RSC) | |
| dc.relation.ispartofseries | Chemical Communications | |
| dc.rights | CC BY-NC 3.0 | |
| dc.title | Bis[cyclic (alkyl)(amino)carbene] isomers : Stable trans-bis(CAAC) versus facile olefin formation for cis-bis(CAAC) | |
| dc.type | article | |
| dc.identifier.urn | URN:NBN:fi:jyu-202205192771 | |
| dc.contributor.laitos | Kemian laitos | fi |
| dc.contributor.laitos | Department of Chemistry | en |
| dc.contributor.oppiaine | Orgaaninen kemia | fi |
| dc.contributor.oppiaine | Epäorgaaninen kemia | fi |
| dc.contributor.oppiaine | Nanoscience Center | fi |
| dc.contributor.oppiaine | Epäorgaaninen ja analyyttinen kemia | fi |
| dc.contributor.oppiaine | Organic Chemistry | en |
| dc.contributor.oppiaine | Inorganic Chemistry | en |
| dc.contributor.oppiaine | Nanoscience Center | en |
| dc.contributor.oppiaine | Inorganic and Analytical Chemistry | en |
| dc.type.uri | http://purl.org/eprint/type/JournalArticle | |
| dc.type.coar | http://purl.org/coar/resource_type/c_2df8fbb1 | |
| dc.description.reviewstatus | peerReviewed | |
| dc.format.pagerange | 6482-6485 | |
| dc.relation.issn | 1359-7345 | |
| dc.relation.numberinseries | 45 | |
| dc.relation.volume | 58 | |
| dc.type.version | publishedVersion | |
| dc.rights.copyright | © Authors, 2022 | |
| dc.rights.accesslevel | openAccess | fi |
| dc.relation.grantnumber | 772510 | |
| dc.relation.grantnumber | 772510 | |
| dc.relation.projectid | info:eu-repo/grantAgreement/EC/H2020/772510/EU//SMAC-MC | |
| dc.subject.yso | kemialliset yhdisteet | |
| dc.subject.yso | isomeria | |
| dc.format.content | fulltext | |
| jyx.subject.uri | http://www.yso.fi/onto/yso/p324 | |
| jyx.subject.uri | http://www.yso.fi/onto/yso/p10129 | |
| dc.rights.url | https://creativecommons.org/licenses/by-nc/3.0/ | |
| dc.relation.doi | 10.1039/d2cc01476a | |
| dc.relation.funder | European Commission | en |
| dc.relation.funder | Euroopan komissio | fi |
| jyx.fundingprogram | ERC Consolidator Grant | en |
| jyx.fundingprogram | ERC Consolidator Grant | fi |
| jyx.fundinginformation | Financial support was provided by the Universities of Calgary and Jyväskylä as well as the Natural Sciences and Engineering Research Council of Canada (NSERC) in the form of Discovery Grant #2019-07195 to R. R. The project received funding from the European Research Council under the EU’s Horizon 2020 programme (grant #772510 to H. M. T.). A. H. and Z. S. D. acknowledge funding from the Canada First Research Excellence Fund (CFREF). | |
| dc.type.okm | A1 |
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