Functionalization of the Octahydro-Binaphthol Skeleton: A Universal Strategy for Directly Constructing D–A Type Axially Chiral Biphenyl Luminescent Molecules
D–A type axially chiral biphenyl luminescent molecules are directly constructed through ingenious functionalization of the octahydro-binaphthol skeleton without optical resolution. The circularly polarized organic light-emitting diodes based on them display remarkable circularly polarized electrolum...
Gespeichert in:
Veröffentlicht in: | Journal of organic chemistry 2024-03, Vol.89 (5), p.3605-3611 |
---|---|
Hauptverfasser: | , , , , , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 3611 |
---|---|
container_issue | 5 |
container_start_page | 3605 |
container_title | Journal of organic chemistry |
container_volume | 89 |
creator | Jiang, Aiwei Cui, Huihui Zhang, Li Cao, Chenhui Dai, Hong Lu, Chaowu Ge, Cunwang Lu, Hongbin Wu, Zheng-Guang |
description | D–A type axially chiral biphenyl luminescent molecules are directly constructed through ingenious functionalization of the octahydro-binaphthol skeleton without optical resolution. The circularly polarized organic light-emitting diodes based on them display remarkable circularly polarized electroluminescence emission, a high luminance of >10 000 cd m–2, a maximum external quantum efficiency of 6.6%, and an extremely low-efficiency roll-off. This work provides a universal strategy for developing efficient and diverse axially chiral biphenyl emitters. |
doi_str_mv | 10.1021/acs.joc.3c02600 |
format | Article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_2928248524</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2928248524</sourcerecordid><originalsourceid>FETCH-LOGICAL-a287t-f0f50959144564ea3a7e25ed379bd42ed6ad29a5a29133d0ec04d96fbf1d362e3</originalsourceid><addsrcrecordid>eNp1kcFuEzEURS0EomlhzQ55iVRN6nm2Jxl2aUoBKagL2vXI8bzpuDj2YHsQw6r_wAfwb3wJjhLY4c2z7HOvnnQIeVWyecmgvFA6zh-8nnPNoGLsCZmVElhR1Uw8JTPGAAoOFT8hpzE-sHyklM_JCV_ySnCAGfl1PTqdjHfKmh9qf6G-o6lHeqOT6qc2-OLSODX0qfeWfv6CFpN3b-mK3jnzDUNU-TUFlfB-op0P9MoE1MlOdO1dTGHM7e6eXv1-_Lmit9OAdPXdKLv_703I4Usz9OgmSzfjzjiMGl2in7xFPVqML8izTtmIL4_zjNxdv7tdfyg2N-8_rlebQsFykYqOdZLVsi6FkJVAxdUCQWLLF_W2FYBtpVqolVRQl5y3DDUTbV11265seQXIz8ibQ-8Q_NcRY2p2Jq9irXLox9hADUsQSwkioxcHVAcfY8CuGYLZqTA1JWv2VppspclWmqOVnHh9LB-3O2z_8X81ZOD8ABySY8g64n_r_gB2VZwh</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2928248524</pqid></control><display><type>article</type><title>Functionalization of the Octahydro-Binaphthol Skeleton: A Universal Strategy for Directly Constructing D–A Type Axially Chiral Biphenyl Luminescent Molecules</title><source>ACS Publications</source><creator>Jiang, Aiwei ; Cui, Huihui ; Zhang, Li ; Cao, Chenhui ; Dai, Hong ; Lu, Chaowu ; Ge, Cunwang ; Lu, Hongbin ; Wu, Zheng-Guang</creator><creatorcontrib>Jiang, Aiwei ; Cui, Huihui ; Zhang, Li ; Cao, Chenhui ; Dai, Hong ; Lu, Chaowu ; Ge, Cunwang ; Lu, Hongbin ; Wu, Zheng-Guang</creatorcontrib><description>D–A type axially chiral biphenyl luminescent molecules are directly constructed through ingenious functionalization of the octahydro-binaphthol skeleton without optical resolution. The circularly polarized organic light-emitting diodes based on them display remarkable circularly polarized electroluminescence emission, a high luminance of >10 000 cd m–2, a maximum external quantum efficiency of 6.6%, and an extremely low-efficiency roll-off. This work provides a universal strategy for developing efficient and diverse axially chiral biphenyl emitters.</description><identifier>ISSN: 0022-3263</identifier><identifier>EISSN: 1520-6904</identifier><identifier>DOI: 10.1021/acs.joc.3c02600</identifier><identifier>PMID: 38364322</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><ispartof>Journal of organic chemistry, 2024-03, Vol.89 (5), p.3605-3611</ispartof><rights>2024 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-a287t-f0f50959144564ea3a7e25ed379bd42ed6ad29a5a29133d0ec04d96fbf1d362e3</cites><orcidid>0000-0002-6989-6066 ; 0000-0002-4478-392X</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.joc.3c02600$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/acs.joc.3c02600$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2752,27055,27903,27904,56716,56766</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/38364322$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Jiang, Aiwei</creatorcontrib><creatorcontrib>Cui, Huihui</creatorcontrib><creatorcontrib>Zhang, Li</creatorcontrib><creatorcontrib>Cao, Chenhui</creatorcontrib><creatorcontrib>Dai, Hong</creatorcontrib><creatorcontrib>Lu, Chaowu</creatorcontrib><creatorcontrib>Ge, Cunwang</creatorcontrib><creatorcontrib>Lu, Hongbin</creatorcontrib><creatorcontrib>Wu, Zheng-Guang</creatorcontrib><title>Functionalization of the Octahydro-Binaphthol Skeleton: A Universal Strategy for Directly Constructing D–A Type Axially Chiral Biphenyl Luminescent Molecules</title><title>Journal of organic chemistry</title><addtitle>J. Org. Chem</addtitle><description>D–A type axially chiral biphenyl luminescent molecules are directly constructed through ingenious functionalization of the octahydro-binaphthol skeleton without optical resolution. The circularly polarized organic light-emitting diodes based on them display remarkable circularly polarized electroluminescence emission, a high luminance of >10 000 cd m–2, a maximum external quantum efficiency of 6.6%, and an extremely low-efficiency roll-off. This work provides a universal strategy for developing efficient and diverse axially chiral biphenyl emitters.</description><issn>0022-3263</issn><issn>1520-6904</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><recordid>eNp1kcFuEzEURS0EomlhzQ55iVRN6nm2Jxl2aUoBKagL2vXI8bzpuDj2YHsQw6r_wAfwb3wJjhLY4c2z7HOvnnQIeVWyecmgvFA6zh-8nnPNoGLsCZmVElhR1Uw8JTPGAAoOFT8hpzE-sHyklM_JCV_ySnCAGfl1PTqdjHfKmh9qf6G-o6lHeqOT6qc2-OLSODX0qfeWfv6CFpN3b-mK3jnzDUNU-TUFlfB-op0P9MoE1MlOdO1dTGHM7e6eXv1-_Lmit9OAdPXdKLv_703I4Usz9OgmSzfjzjiMGl2in7xFPVqML8izTtmIL4_zjNxdv7tdfyg2N-8_rlebQsFykYqOdZLVsi6FkJVAxdUCQWLLF_W2FYBtpVqolVRQl5y3DDUTbV11265seQXIz8ibQ-8Q_NcRY2p2Jq9irXLox9hADUsQSwkioxcHVAcfY8CuGYLZqTA1JWv2VppspclWmqOVnHh9LB-3O2z_8X81ZOD8ABySY8g64n_r_gB2VZwh</recordid><startdate>20240301</startdate><enddate>20240301</enddate><creator>Jiang, Aiwei</creator><creator>Cui, Huihui</creator><creator>Zhang, Li</creator><creator>Cao, Chenhui</creator><creator>Dai, Hong</creator><creator>Lu, Chaowu</creator><creator>Ge, Cunwang</creator><creator>Lu, Hongbin</creator><creator>Wu, Zheng-Guang</creator><general>American Chemical Society</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-6989-6066</orcidid><orcidid>https://orcid.org/0000-0002-4478-392X</orcidid></search><sort><creationdate>20240301</creationdate><title>Functionalization of the Octahydro-Binaphthol Skeleton: A Universal Strategy for Directly Constructing D–A Type Axially Chiral Biphenyl Luminescent Molecules</title><author>Jiang, Aiwei ; Cui, Huihui ; Zhang, Li ; Cao, Chenhui ; Dai, Hong ; Lu, Chaowu ; Ge, Cunwang ; Lu, Hongbin ; Wu, Zheng-Guang</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a287t-f0f50959144564ea3a7e25ed379bd42ed6ad29a5a29133d0ec04d96fbf1d362e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Jiang, Aiwei</creatorcontrib><creatorcontrib>Cui, Huihui</creatorcontrib><creatorcontrib>Zhang, Li</creatorcontrib><creatorcontrib>Cao, Chenhui</creatorcontrib><creatorcontrib>Dai, Hong</creatorcontrib><creatorcontrib>Lu, Chaowu</creatorcontrib><creatorcontrib>Ge, Cunwang</creatorcontrib><creatorcontrib>Lu, Hongbin</creatorcontrib><creatorcontrib>Wu, Zheng-Guang</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Jiang, Aiwei</au><au>Cui, Huihui</au><au>Zhang, Li</au><au>Cao, Chenhui</au><au>Dai, Hong</au><au>Lu, Chaowu</au><au>Ge, Cunwang</au><au>Lu, Hongbin</au><au>Wu, Zheng-Guang</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Functionalization of the Octahydro-Binaphthol Skeleton: A Universal Strategy for Directly Constructing D–A Type Axially Chiral Biphenyl Luminescent Molecules</atitle><jtitle>Journal of organic chemistry</jtitle><addtitle>J. Org. Chem</addtitle><date>2024-03-01</date><risdate>2024</risdate><volume>89</volume><issue>5</issue><spage>3605</spage><epage>3611</epage><pages>3605-3611</pages><issn>0022-3263</issn><eissn>1520-6904</eissn><abstract>D–A type axially chiral biphenyl luminescent molecules are directly constructed through ingenious functionalization of the octahydro-binaphthol skeleton without optical resolution. The circularly polarized organic light-emitting diodes based on them display remarkable circularly polarized electroluminescence emission, a high luminance of >10 000 cd m–2, a maximum external quantum efficiency of 6.6%, and an extremely low-efficiency roll-off. This work provides a universal strategy for developing efficient and diverse axially chiral biphenyl emitters.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>38364322</pmid><doi>10.1021/acs.joc.3c02600</doi><tpages>7</tpages><orcidid>https://orcid.org/0000-0002-6989-6066</orcidid><orcidid>https://orcid.org/0000-0002-4478-392X</orcidid></addata></record> |
fulltext | fulltext |
identifier | ISSN: 0022-3263 |
ispartof | Journal of organic chemistry, 2024-03, Vol.89 (5), p.3605-3611 |
issn | 0022-3263 1520-6904 |
language | eng |
recordid | cdi_proquest_miscellaneous_2928248524 |
source | ACS Publications |
title | Functionalization of the Octahydro-Binaphthol Skeleton: A Universal Strategy for Directly Constructing D–A Type Axially Chiral Biphenyl Luminescent Molecules |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-27T10%3A54%3A32IST&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=Functionalization%20of%20the%20Octahydro-Binaphthol%20Skeleton:%20A%20Universal%20Strategy%20for%20Directly%20Constructing%20D%E2%80%93A%20Type%20Axially%20Chiral%20Biphenyl%20Luminescent%20Molecules&rft.jtitle=Journal%20of%20organic%20chemistry&rft.au=Jiang,%20Aiwei&rft.date=2024-03-01&rft.volume=89&rft.issue=5&rft.spage=3605&rft.epage=3611&rft.pages=3605-3611&rft.issn=0022-3263&rft.eissn=1520-6904&rft_id=info:doi/10.1021/acs.joc.3c02600&rft_dat=%3Cproquest_cross%3E2928248524%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=2928248524&rft_id=info:pmid/38364322&rfr_iscdi=true |