Photochromic benzo[g]quinoxalines

The photochromism of two 2,3-diarylbenzo[g]quinoxaline derivatives was explored. Irradiating 2,3-diphenylbenzo[g]quinoxaline with 350 nm light led to the formation of its photodimer, which could be reverted to its monomers either thermally or photochemically.The resulting photodimer absorbs at a lon...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Canadian journal of chemistry 2011-03, Vol.89 (3), p.297-302
Hauptverfasser: Rakotomalala, Muriel, Katz, Michael, Voisin, Emilie, Pace, Tamara C. S, Bohne, Cornelia, Williams, Vance E
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 302
container_issue 3
container_start_page 297
container_title Canadian journal of chemistry
container_volume 89
creator Rakotomalala, Muriel
Katz, Michael
Voisin, Emilie
Pace, Tamara C. S
Bohne, Cornelia
Williams, Vance E
description The photochromism of two 2,3-diarylbenzo[g]quinoxaline derivatives was explored. Irradiating 2,3-diphenylbenzo[g]quinoxaline with 350 nm light led to the formation of its photodimer, which could be reverted to its monomers either thermally or photochemically.The resulting photodimer absorbs at a longer wavelength than analogous dianthracene derivatives. 2,3-Dipyridylbenzo[g]quinoxaline was also observed to undergo photodimerization. The ability of these readily prepared benzoquinoxaline derivatives to undergo [4 + 4]-photocycloaddition reactions makes them attractive alternatives to anthracene derivatives.
doi_str_mv 10.1139/V10-124
format Article
fullrecord <record><control><sourceid>gale_nrcre</sourceid><recordid>TN_cdi_gale_incontextgauss_ISN_A252848011</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><galeid>A252848011</galeid><sourcerecordid>A252848011</sourcerecordid><originalsourceid>FETCH-LOGICAL-c518t-18538ce1ba4d4f159f7fccfaf5a41881b74441a610870cb194e8a5a40f8d52813</originalsourceid><addsrcrecordid>eNqV0ltLwzAYBuAgCs4p_gWdoCh05mvTNbkcw8NgqHjYjUhI02Tr2JotaWX6682oFw6mILnI6fnekBCEDgG3ASJ2OQQcQEi2UAMIxUEUMthGDYwxDQgm4S7ac27ipwkO4wY6fhib0sixNbNcHqWq-DSvo7dFlRdmKaZ5odw-2tFi6tTBd99EL9dXz73bYHB_0-91B4GMgZYB0DiiUkEqSEY0xEwnWkotdCwIUAppQggB0QFMEyxTYERR4fewplkcUoiaqFXnzq1ZVMqVfGIqW_gjOe1ECQsZYx6d1GgkpornhTalFXKWO8m7oY_xN4ZVVLBBjVShrJiaQuncL6_51gYv5_mC_0TtDci3TPmn25h6vlbgTamW5UhUzvH-0-M_7N26PauttMY5qzSf23wm7AcHzFdfgA9Xg5B4eVHLwkqrnBJWjv_Ap7_j9xrxeaajL10Tt6Q</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>863792999</pqid></control><display><type>article</type><title>Photochromic benzo[g]quinoxalines</title><source>Free Full-Text Journals in Chemistry</source><creator>Rakotomalala, Muriel ; Katz, Michael ; Voisin, Emilie ; Pace, Tamara C. S ; Bohne, Cornelia ; Williams, Vance E</creator><creatorcontrib>Rakotomalala, Muriel ; Katz, Michael ; Voisin, Emilie ; Pace, Tamara C. S ; Bohne, Cornelia ; Williams, Vance E</creatorcontrib><description>The photochromism of two 2,3-diarylbenzo[g]quinoxaline derivatives was explored. Irradiating 2,3-diphenylbenzo[g]quinoxaline with 350 nm light led to the formation of its photodimer, which could be reverted to its monomers either thermally or photochemically.The resulting photodimer absorbs at a longer wavelength than analogous dianthracene derivatives. 2,3-Dipyridylbenzo[g]quinoxaline was also observed to undergo photodimerization. The ability of these readily prepared benzoquinoxaline derivatives to undergo [4 + 4]-photocycloaddition reactions makes them attractive alternatives to anthracene derivatives.</description><identifier>ISSN: 0008-4042</identifier><identifier>EISSN: 1480-3291</identifier><identifier>DOI: 10.1139/V10-124</identifier><identifier>CODEN: CJCHAG</identifier><language>eng</language><publisher>Ottawa: NRC Research Press</publisher><subject>Anthracene ; Benzoates ; benzoquinoxaline ; Chemical compounds ; Chemical properties ; Chemical reactions ; Composition ; cycloaddition ; Photocatalysis ; Photochromic materials ; photochromie ; photochromism ; Quinoline</subject><ispartof>Canadian journal of chemistry, 2011-03, Vol.89 (3), p.297-302</ispartof><rights>COPYRIGHT 2011 NRC Research Press</rights><rights>Copyright National Research Council of Canada Feb 2011</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c518t-18538ce1ba4d4f159f7fccfaf5a41881b74441a610870cb194e8a5a40f8d52813</citedby><cites>FETCH-LOGICAL-c518t-18538ce1ba4d4f159f7fccfaf5a41881b74441a610870cb194e8a5a40f8d52813</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Rakotomalala, Muriel</creatorcontrib><creatorcontrib>Katz, Michael</creatorcontrib><creatorcontrib>Voisin, Emilie</creatorcontrib><creatorcontrib>Pace, Tamara C. S</creatorcontrib><creatorcontrib>Bohne, Cornelia</creatorcontrib><creatorcontrib>Williams, Vance E</creatorcontrib><title>Photochromic benzo[g]quinoxalines</title><title>Canadian journal of chemistry</title><addtitle>Revue canadienne de chimie</addtitle><description>The photochromism of two 2,3-diarylbenzo[g]quinoxaline derivatives was explored. Irradiating 2,3-diphenylbenzo[g]quinoxaline with 350 nm light led to the formation of its photodimer, which could be reverted to its monomers either thermally or photochemically.The resulting photodimer absorbs at a longer wavelength than analogous dianthracene derivatives. 2,3-Dipyridylbenzo[g]quinoxaline was also observed to undergo photodimerization. The ability of these readily prepared benzoquinoxaline derivatives to undergo [4 + 4]-photocycloaddition reactions makes them attractive alternatives to anthracene derivatives.</description><subject>Anthracene</subject><subject>Benzoates</subject><subject>benzoquinoxaline</subject><subject>Chemical compounds</subject><subject>Chemical properties</subject><subject>Chemical reactions</subject><subject>Composition</subject><subject>cycloaddition</subject><subject>Photocatalysis</subject><subject>Photochromic materials</subject><subject>photochromie</subject><subject>photochromism</subject><subject>Quinoline</subject><issn>0008-4042</issn><issn>1480-3291</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><recordid>eNqV0ltLwzAYBuAgCs4p_gWdoCh05mvTNbkcw8NgqHjYjUhI02Tr2JotaWX6682oFw6mILnI6fnekBCEDgG3ASJ2OQQcQEi2UAMIxUEUMthGDYwxDQgm4S7ac27ipwkO4wY6fhib0sixNbNcHqWq-DSvo7dFlRdmKaZ5odw-2tFi6tTBd99EL9dXz73bYHB_0-91B4GMgZYB0DiiUkEqSEY0xEwnWkotdCwIUAppQggB0QFMEyxTYERR4fewplkcUoiaqFXnzq1ZVMqVfGIqW_gjOe1ECQsZYx6d1GgkpornhTalFXKWO8m7oY_xN4ZVVLBBjVShrJiaQuncL6_51gYv5_mC_0TtDci3TPmn25h6vlbgTamW5UhUzvH-0-M_7N26PauttMY5qzSf23wm7AcHzFdfgA9Xg5B4eVHLwkqrnBJWjv_Ap7_j9xrxeaajL10Tt6Q</recordid><startdate>20110301</startdate><enddate>20110301</enddate><creator>Rakotomalala, Muriel</creator><creator>Katz, Michael</creator><creator>Voisin, Emilie</creator><creator>Pace, Tamara C. S</creator><creator>Bohne, Cornelia</creator><creator>Williams, Vance E</creator><general>NRC Research Press</general><general>Canadian Science Publishing NRC Research Press</general><scope>AAYXX</scope><scope>CITATION</scope><scope>ISN</scope><scope>ISR</scope></search><sort><creationdate>20110301</creationdate><title>Photochromic benzo[g]quinoxalines</title><author>Rakotomalala, Muriel ; Katz, Michael ; Voisin, Emilie ; Pace, Tamara C. S ; Bohne, Cornelia ; Williams, Vance E</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c518t-18538ce1ba4d4f159f7fccfaf5a41881b74441a610870cb194e8a5a40f8d52813</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>Anthracene</topic><topic>Benzoates</topic><topic>benzoquinoxaline</topic><topic>Chemical compounds</topic><topic>Chemical properties</topic><topic>Chemical reactions</topic><topic>Composition</topic><topic>cycloaddition</topic><topic>Photocatalysis</topic><topic>Photochromic materials</topic><topic>photochromie</topic><topic>photochromism</topic><topic>Quinoline</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Rakotomalala, Muriel</creatorcontrib><creatorcontrib>Katz, Michael</creatorcontrib><creatorcontrib>Voisin, Emilie</creatorcontrib><creatorcontrib>Pace, Tamara C. S</creatorcontrib><creatorcontrib>Bohne, Cornelia</creatorcontrib><creatorcontrib>Williams, Vance E</creatorcontrib><collection>CrossRef</collection><collection>Gale In Context: Canada</collection><collection>Gale In Context: Science</collection><jtitle>Canadian journal of chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Rakotomalala, Muriel</au><au>Katz, Michael</au><au>Voisin, Emilie</au><au>Pace, Tamara C. S</au><au>Bohne, Cornelia</au><au>Williams, Vance E</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Photochromic benzo[g]quinoxalines</atitle><jtitle>Canadian journal of chemistry</jtitle><addtitle>Revue canadienne de chimie</addtitle><date>2011-03-01</date><risdate>2011</risdate><volume>89</volume><issue>3</issue><spage>297</spage><epage>302</epage><pages>297-302</pages><issn>0008-4042</issn><eissn>1480-3291</eissn><coden>CJCHAG</coden><abstract>The photochromism of two 2,3-diarylbenzo[g]quinoxaline derivatives was explored. Irradiating 2,3-diphenylbenzo[g]quinoxaline with 350 nm light led to the formation of its photodimer, which could be reverted to its monomers either thermally or photochemically.The resulting photodimer absorbs at a longer wavelength than analogous dianthracene derivatives. 2,3-Dipyridylbenzo[g]quinoxaline was also observed to undergo photodimerization. The ability of these readily prepared benzoquinoxaline derivatives to undergo [4 + 4]-photocycloaddition reactions makes them attractive alternatives to anthracene derivatives.</abstract><cop>Ottawa</cop><pub>NRC Research Press</pub><doi>10.1139/V10-124</doi><tpages>6</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0008-4042
ispartof Canadian journal of chemistry, 2011-03, Vol.89 (3), p.297-302
issn 0008-4042
1480-3291
language eng
recordid cdi_gale_incontextgauss_ISN_A252848011
source Free Full-Text Journals in Chemistry
subjects Anthracene
Benzoates
benzoquinoxaline
Chemical compounds
Chemical properties
Chemical reactions
Composition
cycloaddition
Photocatalysis
Photochromic materials
photochromie
photochromism
Quinoline
title Photochromic benzo[g]quinoxalines
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%3A59%3A12IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-gale_nrcre&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Photochromic%20benzo%5Bg%5Dquinoxalines&rft.jtitle=Canadian%20journal%20of%20chemistry&rft.au=Rakotomalala,%20Muriel&rft.date=2011-03-01&rft.volume=89&rft.issue=3&rft.spage=297&rft.epage=302&rft.pages=297-302&rft.issn=0008-4042&rft.eissn=1480-3291&rft.coden=CJCHAG&rft_id=info:doi/10.1139/V10-124&rft_dat=%3Cgale_nrcre%3EA252848011%3C/gale_nrcre%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=863792999&rft_id=info:pmid/&rft_galeid=A252848011&rfr_iscdi=true