Electronic Profiling of N‑Phosphine Oxide-Substituted Imidazolin-2-ylidenes (PoxIms) and Imidazolidin-2-ylidenes (SPoxIms)

Electronic Profiling of N‑Phosphine Oxide-Substituted Imidazolin-2-ylidenes (PoxIms) and Imidazolidin-2-ylidenes (SPoxIms)

A detailed electronic study of the N-phosphine oxide functionalized imidazolin-2-ylidenes (PoxIms) and imidazolidin-2-ylidenes (SPoxIms) has been performed experimentally using IR, 13C, and 77Se NMR spectroscopies. While the net donor/acceptor properties of the (S)­PoxIms could not be differentiated...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Inorganic chemistry 2024-03, Vol.63 (9), p.4344-4354
Hauptverfasser: Leung, Jia Nuo, Mondori, Yutaka, Ogoshi, Sensuke, Hoshimoto, Yoichi, Huynh, Han Vinh
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 4354
container_issue 9
container_start_page 4344
container_title Inorganic chemistry
container_volume 63
creator Leung, Jia Nuo
Mondori, Yutaka
Ogoshi, Sensuke
Hoshimoto, Yoichi
Huynh, Han Vinh
description A detailed electronic study of the N-phosphine oxide functionalized imidazolin-2-ylidenes (PoxIms) and imidazolidin-2-ylidenes (SPoxIms) has been performed experimentally using IR, 13C, and 77Se NMR spectroscopies. While the net donor/acceptor properties of the (S)­PoxIms could not be differentiated via IR spectroscopy (TEP), NMR spectroscopic methods (HEP, Se) reveal that the (S)­PoxIms are slightly weaker σ-donors but stronger π-acceptors compared to common NHCs. Moreover, backbone and substituent-effects could also be resolved by the latter, allowing for a ranking of their electronic properties. Finally, the donicities of these well-designed NHC ligands in their bidentate κ2-C,O modes were evaluated using HEP2 and compared to those of classical chelators.
doi_str_mv 10.1021/acs.inorgchem.3c04600
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_2937335095</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2937335095</sourcerecordid><originalsourceid>FETCH-LOGICAL-a395t-78ad7fa9c646c6e2fc2d6850aa03cca986f92c97bafe1a25442d2974ccf9a3d93</originalsourceid><addsrcrecordid>eNqFkM1KxDAQx4Mouq4-gtKjHrpOkiZtjiJ-LIguqOCtZPPhRtpmTVpQ8eAr-Io-iV12FfHiaQbm959hfgjtYRhhIPhIqjhyjQ8PambqEVWQcYA1NMCMQMow3K-jAUDfY87FFtqO8REABM34JtqiBS1yYHyA3k4ro9rgG6eSSfDWVa55SLxNrj7fPyYzH-cz15jk-tlpk95009i6tmuNTsa10_LV93hK0peqHzcmJgcT_zyu42Eim1-I_gPdrKgdtGFlFc3uqg7R3dnp7clFenl9Pj45vkwlFaxN80Lq3EqheMYVN8QqonnBQEqgSklRcCuIEvlUWoMlYVlGNBF5ppQVkmpBh-hguXce_FNnYlvWLipTVbIxvoslETSnlIFgPcqWqAo-xmBsOQ-uluGlxFAuxJe9-PJHfLkS3-f2Vye6aW30T-rbdA_gJbDIP_ouNP3H_yz9Ao4-lko</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2937335095</pqid></control><display><type>article</type><title>Electronic Profiling of N‑Phosphine Oxide-Substituted Imidazolin-2-ylidenes (PoxIms) and Imidazolidin-2-ylidenes (SPoxIms)</title><source>American Chemical Society Journals</source><creator>Leung, Jia Nuo ; Mondori, Yutaka ; Ogoshi, Sensuke ; Hoshimoto, Yoichi ; Huynh, Han Vinh</creator><creatorcontrib>Leung, Jia Nuo ; Mondori, Yutaka ; Ogoshi, Sensuke ; Hoshimoto, Yoichi ; Huynh, Han Vinh</creatorcontrib><description>A detailed electronic study of the N-phosphine oxide functionalized imidazolin-2-ylidenes (PoxIms) and imidazolidin-2-ylidenes (SPoxIms) has been performed experimentally using IR, 13C, and 77Se NMR spectroscopies. While the net donor/acceptor properties of the (S)­PoxIms could not be differentiated via IR spectroscopy (TEP), NMR spectroscopic methods (HEP, Se) reveal that the (S)­PoxIms are slightly weaker σ-donors but stronger π-acceptors compared to common NHCs. Moreover, backbone and substituent-effects could also be resolved by the latter, allowing for a ranking of their electronic properties. Finally, the donicities of these well-designed NHC ligands in their bidentate κ2-C,O modes were evaluated using HEP2 and compared to those of classical chelators.</description><identifier>ISSN: 0020-1669</identifier><identifier>EISSN: 1520-510X</identifier><identifier>DOI: 10.1021/acs.inorgchem.3c04600</identifier><identifier>PMID: 38387056</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><ispartof>Inorganic chemistry, 2024-03, Vol.63 (9), p.4344-4354</ispartof><rights>2024 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a395t-78ad7fa9c646c6e2fc2d6850aa03cca986f92c97bafe1a25442d2974ccf9a3d93</citedby><cites>FETCH-LOGICAL-a395t-78ad7fa9c646c6e2fc2d6850aa03cca986f92c97bafe1a25442d2974ccf9a3d93</cites><orcidid>0000-0003-4460-6066 ; 0000-0003-0882-6109 ; 0000-0002-2240-3068 ; 0000-0003-4188-8555</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/acs.inorgchem.3c04600$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/acs.inorgchem.3c04600$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,2765,27076,27924,27925,56738,56788</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/38387056$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Leung, Jia Nuo</creatorcontrib><creatorcontrib>Mondori, Yutaka</creatorcontrib><creatorcontrib>Ogoshi, Sensuke</creatorcontrib><creatorcontrib>Hoshimoto, Yoichi</creatorcontrib><creatorcontrib>Huynh, Han Vinh</creatorcontrib><title>Electronic Profiling of N‑Phosphine Oxide-Substituted Imidazolin-2-ylidenes (PoxIms) and Imidazolidin-2-ylidenes (SPoxIms)</title><title>Inorganic chemistry</title><addtitle>Inorg. Chem</addtitle><description>A detailed electronic study of the N-phosphine oxide functionalized imidazolin-2-ylidenes (PoxIms) and imidazolidin-2-ylidenes (SPoxIms) has been performed experimentally using IR, 13C, and 77Se NMR spectroscopies. While the net donor/acceptor properties of the (S)­PoxIms could not be differentiated via IR spectroscopy (TEP), NMR spectroscopic methods (HEP, Se) reveal that the (S)­PoxIms are slightly weaker σ-donors but stronger π-acceptors compared to common NHCs. Moreover, backbone and substituent-effects could also be resolved by the latter, allowing for a ranking of their electronic properties. Finally, the donicities of these well-designed NHC ligands in their bidentate κ2-C,O modes were evaluated using HEP2 and compared to those of classical chelators.</description><issn>0020-1669</issn><issn>1520-510X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><recordid>eNqFkM1KxDAQx4Mouq4-gtKjHrpOkiZtjiJ-LIguqOCtZPPhRtpmTVpQ8eAr-Io-iV12FfHiaQbm959hfgjtYRhhIPhIqjhyjQ8PambqEVWQcYA1NMCMQMow3K-jAUDfY87FFtqO8REABM34JtqiBS1yYHyA3k4ro9rgG6eSSfDWVa55SLxNrj7fPyYzH-cz15jk-tlpk95009i6tmuNTsa10_LV93hK0peqHzcmJgcT_zyu42Eim1-I_gPdrKgdtGFlFc3uqg7R3dnp7clFenl9Pj45vkwlFaxN80Lq3EqheMYVN8QqonnBQEqgSklRcCuIEvlUWoMlYVlGNBF5ppQVkmpBh-hguXce_FNnYlvWLipTVbIxvoslETSnlIFgPcqWqAo-xmBsOQ-uluGlxFAuxJe9-PJHfLkS3-f2Vye6aW30T-rbdA_gJbDIP_ouNP3H_yz9Ao4-lko</recordid><startdate>20240304</startdate><enddate>20240304</enddate><creator>Leung, Jia Nuo</creator><creator>Mondori, Yutaka</creator><creator>Ogoshi, Sensuke</creator><creator>Hoshimoto, Yoichi</creator><creator>Huynh, Han Vinh</creator><general>American Chemical Society</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0003-4460-6066</orcidid><orcidid>https://orcid.org/0000-0003-0882-6109</orcidid><orcidid>https://orcid.org/0000-0002-2240-3068</orcidid><orcidid>https://orcid.org/0000-0003-4188-8555</orcidid></search><sort><creationdate>20240304</creationdate><title>Electronic Profiling of N‑Phosphine Oxide-Substituted Imidazolin-2-ylidenes (PoxIms) and Imidazolidin-2-ylidenes (SPoxIms)</title><author>Leung, Jia Nuo ; Mondori, Yutaka ; Ogoshi, Sensuke ; Hoshimoto, Yoichi ; Huynh, Han Vinh</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a395t-78ad7fa9c646c6e2fc2d6850aa03cca986f92c97bafe1a25442d2974ccf9a3d93</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Leung, Jia Nuo</creatorcontrib><creatorcontrib>Mondori, Yutaka</creatorcontrib><creatorcontrib>Ogoshi, Sensuke</creatorcontrib><creatorcontrib>Hoshimoto, Yoichi</creatorcontrib><creatorcontrib>Huynh, Han Vinh</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Inorganic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Leung, Jia Nuo</au><au>Mondori, Yutaka</au><au>Ogoshi, Sensuke</au><au>Hoshimoto, Yoichi</au><au>Huynh, Han Vinh</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Electronic Profiling of N‑Phosphine Oxide-Substituted Imidazolin-2-ylidenes (PoxIms) and Imidazolidin-2-ylidenes (SPoxIms)</atitle><jtitle>Inorganic chemistry</jtitle><addtitle>Inorg. Chem</addtitle><date>2024-03-04</date><risdate>2024</risdate><volume>63</volume><issue>9</issue><spage>4344</spage><epage>4354</epage><pages>4344-4354</pages><issn>0020-1669</issn><eissn>1520-510X</eissn><abstract>A detailed electronic study of the N-phosphine oxide functionalized imidazolin-2-ylidenes (PoxIms) and imidazolidin-2-ylidenes (SPoxIms) has been performed experimentally using IR, 13C, and 77Se NMR spectroscopies. While the net donor/acceptor properties of the (S)­PoxIms could not be differentiated via IR spectroscopy (TEP), NMR spectroscopic methods (HEP, Se) reveal that the (S)­PoxIms are slightly weaker σ-donors but stronger π-acceptors compared to common NHCs. Moreover, backbone and substituent-effects could also be resolved by the latter, allowing for a ranking of their electronic properties. Finally, the donicities of these well-designed NHC ligands in their bidentate κ2-C,O modes were evaluated using HEP2 and compared to those of classical chelators.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>38387056</pmid><doi>10.1021/acs.inorgchem.3c04600</doi><tpages>11</tpages><orcidid>https://orcid.org/0000-0003-4460-6066</orcidid><orcidid>https://orcid.org/0000-0003-0882-6109</orcidid><orcidid>https://orcid.org/0000-0002-2240-3068</orcidid><orcidid>https://orcid.org/0000-0003-4188-8555</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 0020-1669
ispartof Inorganic chemistry, 2024-03, Vol.63 (9), p.4344-4354
issn 0020-1669
1520-510X
language eng
recordid cdi_proquest_miscellaneous_2937335095
source American Chemical Society Journals
title Electronic Profiling of N‑Phosphine Oxide-Substituted Imidazolin-2-ylidenes (PoxIms) and Imidazolidin-2-ylidenes (SPoxIms)
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-26T05%3A00%3A17IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Electronic%20Profiling%20of%20N%E2%80%91Phosphine%20Oxide-Substituted%20Imidazolin-2-ylidenes%20(PoxIms)%20and%20Imidazolidin-2-ylidenes%20(SPoxIms)&rft.jtitle=Inorganic%20chemistry&rft.au=Leung,%20Jia%20Nuo&rft.date=2024-03-04&rft.volume=63&rft.issue=9&rft.spage=4344&rft.epage=4354&rft.pages=4344-4354&rft.issn=0020-1669&rft.eissn=1520-510X&rft_id=info:doi/10.1021/acs.inorgchem.3c04600&rft_dat=%3Cproquest_cross%3E2937335095%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2937335095&rft_id=info:pmid/38387056&rfr_iscdi=true