Nitration of benzothioxanthene: towards a new class of dyes with versatile photophysical properties
The selective mono-nitration of benzothioxanthane ( BTXI ) is demonstrated herein. This leap opens doors to a wide range of chemical reactions since the nitro compound was successfully reduced to a primary amine that was, in turn, converted into an azide. Beyond this chemical achievement, this new s...
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| Veröffentlicht in: | New journal of chemistry 2020-01, Vol.44 (3), p.9-95 |
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| container_title | New journal of chemistry |
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| creator | Andrés Castán, José María Abad Galán, Laura Li, Shi Dalinot, Clément Simón Marqués, Pablo Allain, Magali Risko, Chad Monnereau, Cyrille Maury, Olivier Blanchard, Philippe Cabanetos, Clément |
| description | The selective mono-nitration of benzothioxanthane (
BTXI
) is demonstrated herein. This leap opens doors to a wide range of chemical reactions since the nitro compound was successfully reduced to a primary amine that was, in turn, converted into an azide. Beyond this chemical achievement, this new series of functionalized
BTXI
was fully characterized, including from a photophysical point of view, expanding the scope of this promising rylene to build a new electroactive π-conjugated platform for electronic organic purposes.
The selective mono-nitration of benzothioxanthene (
BTXI
) is demonstrated here, opening doors to a wide range of structures and reactions. In addition, a new series of derivaties was characterized expanding the scope for electronic organic purposes. |
| doi_str_mv | 10.1039/c9nj05804d |
| format | Article |
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BTXI
) is demonstrated herein. This leap opens doors to a wide range of chemical reactions since the nitro compound was successfully reduced to a primary amine that was, in turn, converted into an azide. Beyond this chemical achievement, this new series of functionalized
BTXI
was fully characterized, including from a photophysical point of view, expanding the scope of this promising rylene to build a new electroactive π-conjugated platform for electronic organic purposes.
The selective mono-nitration of benzothioxanthene (
BTXI
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BTXI
) is demonstrated herein. This leap opens doors to a wide range of chemical reactions since the nitro compound was successfully reduced to a primary amine that was, in turn, converted into an azide. Beyond this chemical achievement, this new series of functionalized
BTXI
was fully characterized, including from a photophysical point of view, expanding the scope of this promising rylene to build a new electroactive π-conjugated platform for electronic organic purposes.
The selective mono-nitration of benzothioxanthene (
BTXI
) is demonstrated here, opening doors to a wide range of structures and reactions. In addition, a new series of derivaties was characterized expanding the scope for electronic organic purposes.</description><subject>Chemical reactions</subject><subject>Chemical Sciences</subject><subject>Chemistry</subject><subject>Chemistry, Multidisciplinary</subject><subject>Crystallography</subject><subject>Nitration</subject><subject>Nitro compounds</subject><subject>Organic chemistry</subject><subject>Physical Sciences</subject><subject>Science & Technology</subject><issn>1144-0546</issn><issn>1369-9261</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><sourceid>AOWDO</sourceid><recordid>eNqNkc1v1DAQxSMEEqVw4Y5kiRNFKf52zK0KH6ValQucI8eeKF6FONjebrd_Pd4GLVdOMxr93pvRm6p6TfAlwUx_sHreYtFg7p5UZ4RJXWsqydPSE85rLLh8Xr1IaYsxIUqSs8re-hxN9mFGYUA9zA8hjz7cmzmPMMNHlMPeRJeQQTPskZ1MSkfSHSChvc8juoOYisEEaBlDDst4SN6aCS0xLBCzh_SyejaYKcGrv_W8-vnl84_2ut58__qtvdrUlhGRa0cHoe0gsdJS6AaIUA43YBWlUovGcqeZlUw4TTShSnHZOwZu6I0jTa84O6_erb6jmbol-l8mHrpgfHd9temOM0y5YkSSO1LYtytbzvy9g5S7bdjFuZzXUcYpY2UnLdTFStkYUoownGwJ7o6Bd62-vXkM_FOBmxXeQx-GZD3MFk4CjLHAmlFFS0eb1ufH1Nuwm3ORvv9_aaHfrHRM9gT9-zz7A-sYndw</recordid><startdate>20200121</startdate><enddate>20200121</enddate><creator>Andrés Castán, José María</creator><creator>Abad Galán, Laura</creator><creator>Li, Shi</creator><creator>Dalinot, Clément</creator><creator>Simón Marqués, Pablo</creator><creator>Allain, Magali</creator><creator>Risko, Chad</creator><creator>Monnereau, Cyrille</creator><creator>Maury, Olivier</creator><creator>Blanchard, Philippe</creator><creator>Cabanetos, Clément</creator><general>Royal Soc Chemistry</general><general>Royal Society of Chemistry</general><general>Royal Society of Chemistry [1987-....]</general><scope>1KM</scope><scope>AOWDO</scope><scope>BLEPL</scope><scope>DTL</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>H9R</scope><scope>JG9</scope><scope>KA0</scope><scope>1XC</scope><orcidid>https://orcid.org/0000-0002-8928-2416</orcidid><orcidid>https://orcid.org/0000-0002-4639-643X</orcidid><orcidid>https://orcid.org/0000-0001-9838-5233</orcidid><orcidid>https://orcid.org/0000-0003-3781-887X</orcidid><orcidid>https://orcid.org/0000-0003-1012-9505</orcidid><orcidid>https://orcid.org/0000-0002-9408-8108</orcidid><orcidid>https://orcid.org/0000-0002-0893-6028</orcidid><orcidid>https://orcid.org/0000-0001-7913-376X</orcidid><orcidid>https://orcid.org/0000-0001-7421-8473</orcidid><orcidid>https://orcid.org/0000-0001-6226-0850</orcidid></search><sort><creationdate>20200121</creationdate><title>Nitration of benzothioxanthene: towards a new class of dyes with versatile photophysical properties</title><author>Andrés Castán, José María ; 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BTXI
) is demonstrated herein. This leap opens doors to a wide range of chemical reactions since the nitro compound was successfully reduced to a primary amine that was, in turn, converted into an azide. Beyond this chemical achievement, this new series of functionalized
BTXI
was fully characterized, including from a photophysical point of view, expanding the scope of this promising rylene to build a new electroactive π-conjugated platform for electronic organic purposes.
The selective mono-nitration of benzothioxanthene (
BTXI
) is demonstrated here, opening doors to a wide range of structures and reactions. In addition, a new series of derivaties was characterized expanding the scope for electronic organic purposes.</abstract><cop>CAMBRIDGE</cop><pub>Royal Soc Chemistry</pub><doi>10.1039/c9nj05804d</doi><orcidid>https://orcid.org/0000-0002-8928-2416</orcidid><orcidid>https://orcid.org/0000-0002-4639-643X</orcidid><orcidid>https://orcid.org/0000-0001-9838-5233</orcidid><orcidid>https://orcid.org/0000-0003-3781-887X</orcidid><orcidid>https://orcid.org/0000-0003-1012-9505</orcidid><orcidid>https://orcid.org/0000-0002-9408-8108</orcidid><orcidid>https://orcid.org/0000-0002-0893-6028</orcidid><orcidid>https://orcid.org/0000-0001-7913-376X</orcidid><orcidid>https://orcid.org/0000-0001-7421-8473</orcidid><orcidid>https://orcid.org/0000-0001-6226-0850</orcidid></addata></record> |
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| subjects | Chemical reactions Chemical Sciences Chemistry Chemistry, Multidisciplinary Crystallography Nitration Nitro compounds Organic chemistry Physical Sciences Science & Technology |
| title | Nitration of benzothioxanthene: towards a new class of dyes with versatile photophysical properties |
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