Synthesis and Chiroptical Properties of †- and ‡-Shaped Molecules Based on Planar Chiral [2.2]Paracyclophane
Two types of optically active molecules based on planar chiral 4,7,12,15-tetrasubstituted [2.2]paracyclophane were synthesized through chemoselective Sonogashira-Hagihara coupling. One is a †-shaped molecule consisting of two π-electron systems stacked, and the other is a ‡-shaped molecule consistin...
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| Veröffentlicht in: | Bulletin of the Chemical Society of Japan 2020-10, Vol.93 (10), p.1193-1199 |
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| container_title | Bulletin of the Chemical Society of Japan |
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| creator | Sasai, Yusaku Inoue, Ryo Morisaki, Yasuhiro |
| description | Two types of optically active molecules based on planar chiral 4,7,12,15-tetrasubstituted [2.2]paracyclophane were synthesized through chemoselective Sonogashira-Hagihara coupling. One is a †-shaped molecule consisting of two π-electron systems stacked, and the other is a ‡-shaped molecule consisting of three π-electron systems stacked. Their optical and chiroptical properties were investigated, which exhibited large molar absorption coefficient, excellent photoluminescence quantum efficiency, and intense circularly polarized luminescence (CPL). |
| doi_str_mv | 10.1246/bcsj.20200160 |
| format | Article |
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Their optical and chiroptical properties were investigated, which exhibited large molar absorption coefficient, excellent photoluminescence quantum efficiency, and intense circularly polarized luminescence (CPL).</description><subject>Absorptivity</subject><subject>Circular polarization</subject><subject>Coupling</subject><subject>Coupling (molecular)</subject><subject>Optical activity</subject><subject>Optical properties</subject><subject>Photoluminescence</subject><subject>Pi-electrons</subject><subject>Quantum efficiency</subject><issn>0009-2673</issn><issn>1348-0634</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNptkL1OwzAURi0EEqUwskdidrl2HDthg4o_qYhKhQmhyHFtJVUaBzsdsvVR4NX6JLiliIXp3k8697vSQeicwIhQxi8L5RcjChSAcDhAAxKzFAOP2SEaAECGKRfxMTrxfhFimrBsgNpZ33Sl9pWPZDOPxmXlbNtVStbRNGzadZX2kTXRZv2Jd8hm_YVnpWz1PHqytVarOgA30odsm2hay0a6XU-oeKMj-j6VTqpe1bYtZaNP0ZGRtddn-zlEr3e3L-MHPHm-fxxfT7BKKHRYcMXTBDSlsTKaCyBMGEISwVhmdAHAEyAmLYSOjaFgUgKKFyyDghMwRMRDdPHT2zr7sdK-yxd25ZrwMqcsETRhacYChX8o5az3Tpu8ddVSuj4nkG-l5lup-a_UwF_t-VIvt5a8VZXu-oVsZfP34f_jbxpsfvE</recordid><startdate>20201015</startdate><enddate>20201015</enddate><creator>Sasai, Yusaku</creator><creator>Inoue, Ryo</creator><creator>Morisaki, Yasuhiro</creator><general>The Chemical Society of Japan</general><general>Chemical Society of Japan</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20201015</creationdate><title>Synthesis and Chiroptical Properties of †- and ‡-Shaped Molecules Based on Planar Chiral [2.2]Paracyclophane</title><author>Sasai, Yusaku ; Inoue, Ryo ; Morisaki, Yasuhiro</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c520t-76c6850e223cfe670147f1157449feb006501f8b7e3ff20f810c6b490b610f173</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Absorptivity</topic><topic>Circular polarization</topic><topic>Coupling</topic><topic>Coupling (molecular)</topic><topic>Optical activity</topic><topic>Optical properties</topic><topic>Photoluminescence</topic><topic>Pi-electrons</topic><topic>Quantum efficiency</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Sasai, Yusaku</creatorcontrib><creatorcontrib>Inoue, Ryo</creatorcontrib><creatorcontrib>Morisaki, Yasuhiro</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Bulletin of the Chemical Society of Japan</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Sasai, Yusaku</au><au>Inoue, Ryo</au><au>Morisaki, Yasuhiro</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and Chiroptical Properties of †- and ‡-Shaped Molecules Based on Planar Chiral [2.2]Paracyclophane</atitle><jtitle>Bulletin of the Chemical Society of Japan</jtitle><date>2020-10-15</date><risdate>2020</risdate><volume>93</volume><issue>10</issue><spage>1193</spage><epage>1199</epage><pages>1193-1199</pages><issn>0009-2673</issn><eissn>1348-0634</eissn><abstract>Two types of optically active molecules based on planar chiral 4,7,12,15-tetrasubstituted [2.2]paracyclophane were synthesized through chemoselective Sonogashira-Hagihara coupling. 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| ispartof | Bulletin of the Chemical Society of Japan, 2020-10, Vol.93 (10), p.1193-1199 |
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| language | eng |
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| source | Oxford University Press Journals All Titles (1996-Current) |
| subjects | Absorptivity Circular polarization Coupling Coupling (molecular) Optical activity Optical properties Photoluminescence Pi-electrons Quantum efficiency |
| title | Synthesis and Chiroptical Properties of †- and ‡-Shaped Molecules Based on Planar Chiral [2.2]Paracyclophane |
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