Extensive spectral tuning of the proton transfer emission from green to red via a rational derivatization of salicylideneaniline
A series of salicylideneaniline derivatives 1a-lf were synthesized under mild condition in high yields, and characterized by ^1H NMR, HRMS, UV-vis and emission spectra. In solid and aprotic solvents 1a-1f exist mainly as E conformers that possess a sixmembered-ring hydrogen bond and undergo excited-...
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Veröffentlicht in: | Chinese chemical letters 2012-11, Vol.23 (11), p.1279-1282 |
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creator | Luo, Ming Hui Tsai, Hsing Yang Lin, Hong Yi Fang, Sin Kai Chen, Kew Yu |
description | A series of salicylideneaniline derivatives 1a-lf were synthesized under mild condition in high yields, and characterized by ^1H NMR, HRMS, UV-vis and emission spectra. In solid and aprotic solvents 1a-1f exist mainly as E conformers that possess a sixmembered-ring hydrogen bond and undergo excited-state intramolecular proton transfer (ESIPT) reactions, resulting in a protontransfer tautomer emission. Depending on the electronic donor or acceptor strength of the substituent in either the HOMO or LUMO site, a broad tuning range of the emission from green (1c) to red (1a) has been achieved. |
doi_str_mv | 10.1016/j.cclet.2012.09.009 |
format | Article |
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In solid and aprotic solvents 1a-1f exist mainly as E conformers that possess a sixmembered-ring hydrogen bond and undergo excited-state intramolecular proton transfer (ESIPT) reactions, resulting in a protontransfer tautomer emission. Depending on the electronic donor or acceptor strength of the substituent in either the HOMO or LUMO site, a broad tuning range of the emission from green (1c) to red (1a) has been achieved.</description><identifier>ISSN: 1001-8417</identifier><identifier>EISSN: 1878-5964</identifier><identifier>DOI: 10.1016/j.cclet.2012.09.009</identifier><language>eng</language><publisher>Elsevier B.V</publisher><subject>DFT calculations ; ESIPT ; Salicylideneaniline derivatives ; Schiff bases ; 可见吸收光谱 ; 排放物 ; 激发态分子内质子转移 ; 色变 ; 衍生 ; 调整 ; 非质子溶剂 ; 频谱</subject><ispartof>Chinese chemical letters, 2012-11, Vol.23 (11), p.1279-1282</ispartof><rights>2012 Kew Yu Chen</rights><rights>Copyright © Wanfang Data Co. Ltd. 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Depending on the electronic donor or acceptor strength of the substituent in either the HOMO or LUMO site, a broad tuning range of the emission from green (1c) to red (1a) has been achieved.</description><subject>DFT calculations</subject><subject>ESIPT</subject><subject>Salicylideneaniline derivatives</subject><subject>Schiff bases</subject><subject>可见吸收光谱</subject><subject>排放物</subject><subject>激发态分子内质子转移</subject><subject>色变</subject><subject>衍生</subject><subject>调整</subject><subject>非质子溶剂</subject><subject>频谱</subject><issn>1001-8417</issn><issn>1878-5964</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><recordid>eNqFkc1OAyEUhSdGE2v1CdzgytWMMEMZWLgwxr-kiRtdE4a5TKlTqDDWtisfXWqNW1fAPfecCx9Zdk5wQTBhV_NC6x6GosSkLLAoMBYH2YjwmucTwehh2mNMck5JfZydxDjHuOS8YqPs6249gIt2BSguQQ9B9Wj4cNZ1yBs0zAAtgx-8Q0lx0UBAsLAx2lQxwS9QFwCS6FGAFq2sQgoFNSQ55bQQ7Codtj-FXV5UvdWb3rbgQDnbWwen2ZFRfYSz33Wcvd7fvdw-5tPnh6fbm2muK0aGfKK5qCcltKbGphIAmtDWUNYIU5aMiLKChhLWNprWNRdMqabGilSlxlQYQatxdrnP_VTOKNfJuf8I6ZZRbrvZ-q3ZoSMJJk-d1b5TBx9jACOXwS5U2EiC5Q63nMsf3HLnkVjIhDu5rvcuSI9YWQgyagtOQ2tD4ipbb__xX_xOnXnXvacP-BtLKWas5qT6BtJBl_0</recordid><startdate>20121101</startdate><enddate>20121101</enddate><creator>Luo, Ming Hui</creator><creator>Tsai, Hsing Yang</creator><creator>Lin, Hong Yi</creator><creator>Fang, Sin Kai</creator><creator>Chen, Kew Yu</creator><general>Elsevier B.V</general><general>Department of Chemical Engineering, Feng Chia University, 40724 Taichung, Taiwan</general><scope>2RA</scope><scope>92L</scope><scope>CQIGP</scope><scope>~WA</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>2B.</scope><scope>4A8</scope><scope>92I</scope><scope>93N</scope><scope>PSX</scope><scope>TCJ</scope></search><sort><creationdate>20121101</creationdate><title>Extensive spectral tuning of the proton transfer emission from green to red via a rational derivatization of salicylideneaniline</title><author>Luo, Ming Hui ; Tsai, Hsing Yang ; Lin, Hong Yi ; Fang, Sin Kai ; Chen, Kew Yu</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c361t-5c89752edf70f39eec14df46b9f2261923eb416dbc477896aab70a132c049f943</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2012</creationdate><topic>DFT calculations</topic><topic>ESIPT</topic><topic>Salicylideneaniline derivatives</topic><topic>Schiff bases</topic><topic>可见吸收光谱</topic><topic>排放物</topic><topic>激发态分子内质子转移</topic><topic>色变</topic><topic>衍生</topic><topic>调整</topic><topic>非质子溶剂</topic><topic>频谱</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Luo, Ming Hui</creatorcontrib><creatorcontrib>Tsai, Hsing Yang</creatorcontrib><creatorcontrib>Lin, Hong Yi</creatorcontrib><creatorcontrib>Fang, Sin Kai</creatorcontrib><creatorcontrib>Chen, Kew Yu</creatorcontrib><collection>中文科技期刊数据库</collection><collection>中文科技期刊数据库-CALIS站点</collection><collection>中文科技期刊数据库-7.0平台</collection><collection>中文科技期刊数据库- 镜像站点</collection><collection>CrossRef</collection><collection>Wanfang Data Journals - Hong Kong</collection><collection>WANFANG Data Centre</collection><collection>Wanfang Data Journals</collection><collection>万方数据期刊 - 香港版</collection><collection>China Online Journals (COJ)</collection><collection>China Online Journals (COJ)</collection><jtitle>Chinese chemical letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Luo, Ming Hui</au><au>Tsai, Hsing Yang</au><au>Lin, Hong Yi</au><au>Fang, Sin Kai</au><au>Chen, Kew Yu</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Extensive spectral tuning of the proton transfer emission from green to red via a rational derivatization of salicylideneaniline</atitle><jtitle>Chinese chemical letters</jtitle><addtitle>Chinese Chemical Letters</addtitle><date>2012-11-01</date><risdate>2012</risdate><volume>23</volume><issue>11</issue><spage>1279</spage><epage>1282</epage><pages>1279-1282</pages><issn>1001-8417</issn><eissn>1878-5964</eissn><abstract>A series of salicylideneaniline derivatives 1a-lf were synthesized under mild condition in high yields, and characterized by ^1H NMR, HRMS, UV-vis and emission spectra. In solid and aprotic solvents 1a-1f exist mainly as E conformers that possess a sixmembered-ring hydrogen bond and undergo excited-state intramolecular proton transfer (ESIPT) reactions, resulting in a protontransfer tautomer emission. Depending on the electronic donor or acceptor strength of the substituent in either the HOMO or LUMO site, a broad tuning range of the emission from green (1c) to red (1a) has been achieved.</abstract><pub>Elsevier B.V</pub><doi>10.1016/j.cclet.2012.09.009</doi><tpages>4</tpages></addata></record> |
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source | Elsevier ScienceDirect Journals; Alma/SFX Local Collection |
subjects | DFT calculations ESIPT Salicylideneaniline derivatives Schiff bases 可见吸收光谱 排放物 激发态分子内质子转移 色变 衍生 调整 非质子溶剂 频谱 |
title | Extensive spectral tuning of the proton transfer emission from green to red via a rational derivatization of salicylideneaniline |
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