Diversity-Oriented Facile Access to Highly Fluorescent Membrane-Permeable Benz[c,d]indole N‑Heteroarene BF2 Dyes
A diversity-oriented one-pot synthesis of a series of membrane-permeable BF2-rigidified benz[c,d]indole N-heteroarene BBN and BBC dyes has been achieved from the condensation of two commercial components (benz[c,d]indol-2-one and a set of N-heteroarene derivatives that can be selected from thousands...
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| Veröffentlicht in: | Organic letters 2015-01, Vol.17 (2), p.278-281 |
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| container_issue | 2 |
| container_start_page | 278 |
| container_title | Organic letters |
| container_volume | 17 |
| creator | Cheng, Chi Gao, Naixun Yu, Changjiang Wang, Zhaoyun Wang, Jun Hao, Erhong Wei, Yun Mu, Xiaolong Tian, Yanli Ran, Chongzhao Jiao, Lijuan |
| description | A diversity-oriented one-pot synthesis of a series of membrane-permeable BF2-rigidified benz[c,d]indole N-heteroarene BBN and BBC dyes has been achieved from the condensation of two commercial components (benz[c,d]indol-2-one and a set of N-heteroarene derivatives that can be selected from thousands of commercially available sources) and the subsequent in situ BF2 complexation reaction. These dyes enjoy a set of excellent photophysical properties including the large Stokes shift, high solution and solid-state fluorescence, and excellent photostabilities. |
| doi_str_mv | 10.1021/ol503379c |
| format | Article |
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These dyes enjoy a set of excellent photophysical properties including the large Stokes shift, high solution and solid-state fluorescence, and excellent photostabilities.</description><identifier>ISSN: 1523-7060</identifier><identifier>EISSN: 1523-7052</identifier><identifier>DOI: 10.1021/ol503379c</identifier><identifier>PMID: 25551331</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Boron Compounds - chemical synthesis ; Boron Compounds - chemistry ; Fluorescent Dyes - chemical synthesis ; Fluorescent Dyes - chemistry ; Heterocyclic Compounds, 4 or More Rings - chemical synthesis ; Heterocyclic Compounds, 4 or More Rings - chemistry ; Indoles - chemistry ; Molecular Structure ; Solutions</subject><ispartof>Organic letters, 2015-01, Vol.17 (2), p.278-281</ispartof><rights>Copyright © 2014 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/ol503379c$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ol503379c$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,27053,27901,27902,56713,56763</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/25551331$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Cheng, Chi</creatorcontrib><creatorcontrib>Gao, Naixun</creatorcontrib><creatorcontrib>Yu, Changjiang</creatorcontrib><creatorcontrib>Wang, Zhaoyun</creatorcontrib><creatorcontrib>Wang, Jun</creatorcontrib><creatorcontrib>Hao, Erhong</creatorcontrib><creatorcontrib>Wei, Yun</creatorcontrib><creatorcontrib>Mu, Xiaolong</creatorcontrib><creatorcontrib>Tian, Yanli</creatorcontrib><creatorcontrib>Ran, Chongzhao</creatorcontrib><creatorcontrib>Jiao, Lijuan</creatorcontrib><title>Diversity-Oriented Facile Access to Highly Fluorescent Membrane-Permeable Benz[c,d]indole N‑Heteroarene BF2 Dyes</title><title>Organic letters</title><addtitle>Org. 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These dyes enjoy a set of excellent photophysical properties including the large Stokes shift, high solution and solid-state fluorescence, and excellent photostabilities.</description><subject>Boron Compounds - chemical synthesis</subject><subject>Boron Compounds - chemistry</subject><subject>Fluorescent Dyes - chemical synthesis</subject><subject>Fluorescent Dyes - chemistry</subject><subject>Heterocyclic Compounds, 4 or More Rings - chemical synthesis</subject><subject>Heterocyclic Compounds, 4 or More Rings - chemistry</subject><subject>Indoles - chemistry</subject><subject>Molecular Structure</subject><subject>Solutions</subject><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNo9kL1OwzAURi0EoqUw8AIoCxIDATuu43osLaFIhTLAhJDlxDeQKomLnSCFiVfgFXkSjFo63b-jq08HoWOCLwiOyKUpGaaUi2wH9QmLaMgxi3a3fYx76MC5JcbEb8Q-6kWMMUIp6SM7LT7AuqLpwoUtoG5AB4nKihKCcZaBc0Fjglnx-lZ2QVK2xoLLPBXcQZVaVUP4ALYClXr-CurP5-xcvxS1Nn6-__n6nkED1igLtb8nUTDtwB2ivVyVDo42dYCekuvHySycL25uJ-N5qCjmTaghpZwMBaFDMiI0HsZasBHkXOWABcNYKCqieMioyHUuIkoYw0RwklKMuc7pAJ2t_66seW_BNbIqfPiy9LFN6ySJvZ6R_809erJB27QCLVe2qJTt5L8nD5yuAZU5uTStrX1ySbD88y-3_ukvr-90eg</recordid><startdate>20150116</startdate><enddate>20150116</enddate><creator>Cheng, Chi</creator><creator>Gao, Naixun</creator><creator>Yu, Changjiang</creator><creator>Wang, Zhaoyun</creator><creator>Wang, Jun</creator><creator>Hao, Erhong</creator><creator>Wei, Yun</creator><creator>Mu, Xiaolong</creator><creator>Tian, Yanli</creator><creator>Ran, Chongzhao</creator><creator>Jiao, Lijuan</creator><general>American Chemical Society</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>7X8</scope></search><sort><creationdate>20150116</creationdate><title>Diversity-Oriented Facile Access to Highly Fluorescent Membrane-Permeable Benz[c,d]indole N‑Heteroarene BF2 Dyes</title><author>Cheng, Chi ; Gao, Naixun ; Yu, Changjiang ; Wang, Zhaoyun ; Wang, Jun ; Hao, Erhong ; Wei, Yun ; Mu, Xiaolong ; Tian, Yanli ; Ran, Chongzhao ; Jiao, Lijuan</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a307t-deb371491341813646d958ef7afe095009a39264539fdf92315501971b3007df3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>Boron Compounds - chemical synthesis</topic><topic>Boron Compounds - chemistry</topic><topic>Fluorescent Dyes - chemical synthesis</topic><topic>Fluorescent Dyes - chemistry</topic><topic>Heterocyclic Compounds, 4 or More Rings - chemical synthesis</topic><topic>Heterocyclic Compounds, 4 or More Rings - chemistry</topic><topic>Indoles - chemistry</topic><topic>Molecular Structure</topic><topic>Solutions</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Cheng, Chi</creatorcontrib><creatorcontrib>Gao, Naixun</creatorcontrib><creatorcontrib>Yu, Changjiang</creatorcontrib><creatorcontrib>Wang, Zhaoyun</creatorcontrib><creatorcontrib>Wang, Jun</creatorcontrib><creatorcontrib>Hao, Erhong</creatorcontrib><creatorcontrib>Wei, Yun</creatorcontrib><creatorcontrib>Mu, Xiaolong</creatorcontrib><creatorcontrib>Tian, Yanli</creatorcontrib><creatorcontrib>Ran, Chongzhao</creatorcontrib><creatorcontrib>Jiao, Lijuan</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>MEDLINE - Academic</collection><jtitle>Organic letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Cheng, Chi</au><au>Gao, Naixun</au><au>Yu, Changjiang</au><au>Wang, Zhaoyun</au><au>Wang, Jun</au><au>Hao, Erhong</au><au>Wei, Yun</au><au>Mu, Xiaolong</au><au>Tian, Yanli</au><au>Ran, Chongzhao</au><au>Jiao, Lijuan</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Diversity-Oriented Facile Access to Highly Fluorescent Membrane-Permeable Benz[c,d]indole N‑Heteroarene BF2 Dyes</atitle><jtitle>Organic letters</jtitle><addtitle>Org. 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| ispartof | Organic letters, 2015-01, Vol.17 (2), p.278-281 |
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| language | eng |
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| source | MEDLINE; American Chemical Society Journals |
| subjects | Boron Compounds - chemical synthesis Boron Compounds - chemistry Fluorescent Dyes - chemical synthesis Fluorescent Dyes - chemistry Heterocyclic Compounds, 4 or More Rings - chemical synthesis Heterocyclic Compounds, 4 or More Rings - chemistry Indoles - chemistry Molecular Structure Solutions |
| title | Diversity-Oriented Facile Access to Highly Fluorescent Membrane-Permeable Benz[c,d]indole N‑Heteroarene BF2 Dyes |
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