Chiral Discrimination in Photochromic Helicenes
A photoresponsive dithienylethene derivative bearing chiral pinene-based arms underwent a stereoselective photoinduced cyclization reaction to produce greater than 98% of a single diastereomer. The magnitude of the optical rotation changed as much as Δ[α]373 = 8698° upon alternate irradiation with 4...
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Veröffentlicht in: | Journal of the American Chemical Society 2005-05, Vol.127 (20), p.7272-7273 |
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creator | Wigglesworth, Tony J Sud, David Norsten, Tyler B Lekhi, Vikram S Branda, Neil R |
description | A photoresponsive dithienylethene derivative bearing chiral pinene-based arms underwent a stereoselective photoinduced cyclization reaction to produce greater than 98% of a single diastereomer. The magnitude of the optical rotation changed as much as Δ[α]373 = 8698° upon alternate irradiation with 400 nm and greater than 434 nm light. |
doi_str_mv | 10.1021/ja050190j |
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Am. Chem. Soc</addtitle><description>A photoresponsive dithienylethene derivative bearing chiral pinene-based arms underwent a stereoselective photoinduced cyclization reaction to produce greater than 98% of a single diastereomer. The magnitude of the optical rotation changed as much as Δ[α]373 = 8698° upon alternate irradiation with 400 nm and greater than 434 nm light.</description><subject>Atomic and molecular physics</subject><subject>Exact sciences and technology</subject><subject>Molecular properties and interactions with photons</subject><subject>Optical activity and dichroism; magnetooptical and electrooptical spectra</subject><subject>Optical activity, optical rotation; circular dichroism</subject><subject>Physics</subject><issn>0002-7863</issn><issn>1520-5126</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</creationdate><recordtype>article</recordtype><recordid>eNpt0E9LwzAABfAgipvTg19AelHwUJe0SZMepVOnDB04vYYkTVlq_8ykBf32ZqxsF08h5Mfj5QFwieAdghGalgISiFJYHoExIhEMCYqSYzCGEEYhZUk8AmfOlf6KI4ZOwQgRljJK4BhMs7WxogpmxilratOIzrRNYJpguW67Vq1tWxsVzHVllG60OwcnhaicvhjOCfh4fFhl83Dx9vSc3S9CgTHtQiJwkZCIEckkYkjhNC4Uwr4WSnAuC0llTESRF1pLnKhY5SklVEBJkZAqp_EE3OxyN7b97rXreO0b6qoSjW57xxPK4hSTLbzdQWVb56wu-Mb_Q9hfjiDfrsP363h7NYT2stb5QQ5zeHA9AOGUqAorGmXcwSUshiki3oU7Z1ynf_bvwn75YjElfLV85y-zT4jmi4y_HnKFcrxse9v47f4p-Af_1oa-</recordid><startdate>20050525</startdate><enddate>20050525</enddate><creator>Wigglesworth, Tony J</creator><creator>Sud, David</creator><creator>Norsten, Tyler B</creator><creator>Lekhi, Vikram S</creator><creator>Branda, Neil R</creator><general>American Chemical Society</general><scope>BSCLL</scope><scope>IQODW</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20050525</creationdate><title>Chiral Discrimination in Photochromic Helicenes</title><author>Wigglesworth, Tony J ; Sud, David ; Norsten, Tyler B ; Lekhi, Vikram S ; Branda, Neil R</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a447t-5a4f65285b8b181c493fc14126164dbfb7b35afdfeeb46c3cd9757a0b71abcd73</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2005</creationdate><topic>Atomic and molecular physics</topic><topic>Exact sciences and technology</topic><topic>Molecular properties and interactions with photons</topic><topic>Optical activity and dichroism; magnetooptical and electrooptical spectra</topic><topic>Optical activity, optical rotation; circular dichroism</topic><topic>Physics</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wigglesworth, Tony J</creatorcontrib><creatorcontrib>Sud, David</creatorcontrib><creatorcontrib>Norsten, Tyler B</creatorcontrib><creatorcontrib>Lekhi, Vikram S</creatorcontrib><creatorcontrib>Branda, Neil R</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of the American Chemical Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wigglesworth, Tony J</au><au>Sud, David</au><au>Norsten, Tyler B</au><au>Lekhi, Vikram S</au><au>Branda, Neil R</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Chiral Discrimination in Photochromic Helicenes</atitle><jtitle>Journal of the American Chemical Society</jtitle><addtitle>J. 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subjects | Atomic and molecular physics Exact sciences and technology Molecular properties and interactions with photons Optical activity and dichroism magnetooptical and electrooptical spectra Optical activity, optical rotation circular dichroism Physics |
title | Chiral Discrimination in Photochromic Helicenes |
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