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Synthesis and photophysical properties of 1, 4-disubstituted naphthyloxymethyl-N-alkyl naphthimido-1,2,3-triazole
Regioselective synthesis of a series of 1,4-disubstituted of naphthoxymethyl-N-alkyl naphthalimide-1,2,3-triazoles employing click reaction is presented. Highly selective and efficient copper(I)-catalysed 1,3-dipolar cyclo addition between 1-naphthylpropargylic ether and azido alkyl naphthalimides y...
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| Published in: | Journal of chemical sciences (Bangalore, India) India), 2014-07, Vol.126 (4), p.1063-1074 |
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| Main Authors: | , , , , |
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| Language: | English |
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| cited_by | cdi_FETCH-LOGICAL-c331t-b33837ae0e9f8566e9bbf6ead8e20e83bbea6aca110c1c8508e66850cb7b2c613 |
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| cites | cdi_FETCH-LOGICAL-c331t-b33837ae0e9f8566e9bbf6ead8e20e83bbea6aca110c1c8508e66850cb7b2c613 |
| container_end_page | 1074 |
| container_issue | 4 |
| container_start_page | 1063 |
| container_title | Journal of chemical sciences (Bangalore, India) |
| container_volume | 126 |
| creator | RAMCHANDER, J RAMESHWAR, N REDDY, T SHESHASHENA RAJU, GAJULA REDDY, A RAM |
| description | Regioselective synthesis of a series of 1,4-disubstituted of naphthoxymethyl-N-alkyl naphthalimide-1,2,3-triazoles employing click reaction is presented. Highly selective and efficient copper(I)-catalysed 1,3-dipolar cyclo addition between 1-naphthylpropargylic ether and azido alkyl naphthalimides yielded the title compounds in 74% to 94%. The structure of all the new 1,2,3-triazoles was characterized by
1
HNMR,
13
C NMR, IR and Mass. The electronic absorption and emission studies revealed that the light absorbing and emitting chromophore is the naphthoxy moiety. There is no extensive delocalization of aromatic
π
-electrons in the active chromophore which exhibited lower quantum yields and lower Stokes shifts.
Graphical Abstract
Synthesis and photophysical properties of 1,4-disubstituted naphthyloxymethyl-N-alkyl naphthimido-1,2,3-triazole are presented. |
| doi_str_mv | 10.1007/s12039-014-0677-x |
| format | article |
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1
HNMR,
13
C NMR, IR and Mass. The electronic absorption and emission studies revealed that the light absorbing and emitting chromophore is the naphthoxy moiety. There is no extensive delocalization of aromatic
π
-electrons in the active chromophore which exhibited lower quantum yields and lower Stokes shifts.
Graphical Abstract
Synthesis and photophysical properties of 1,4-disubstituted naphthyloxymethyl-N-alkyl naphthimido-1,2,3-triazole are presented.</description><identifier>ISSN: 0974-3626</identifier><identifier>EISSN: 0973-7103</identifier><identifier>DOI: 10.1007/s12039-014-0677-x</identifier><language>eng</language><publisher>India: Springer India</publisher><subject>Chemistry ; Chemistry and Materials Science ; Chemistry/Food Science</subject><ispartof>Journal of chemical sciences (Bangalore, India), 2014-07, Vol.126 (4), p.1063-1074</ispartof><rights>Indian Academy of Sciences 2014</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c331t-b33837ae0e9f8566e9bbf6ead8e20e83bbea6aca110c1c8508e66850cb7b2c613</citedby><cites>FETCH-LOGICAL-c331t-b33837ae0e9f8566e9bbf6ead8e20e83bbea6aca110c1c8508e66850cb7b2c613</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids></links><search><creatorcontrib>RAMCHANDER, J</creatorcontrib><creatorcontrib>RAMESHWAR, N</creatorcontrib><creatorcontrib>REDDY, T SHESHASHENA</creatorcontrib><creatorcontrib>RAJU, GAJULA</creatorcontrib><creatorcontrib>REDDY, A RAM</creatorcontrib><title>Synthesis and photophysical properties of 1, 4-disubstituted naphthyloxymethyl-N-alkyl naphthimido-1,2,3-triazole</title><title>Journal of chemical sciences (Bangalore, India)</title><addtitle>J Chem Sci</addtitle><description>Regioselective synthesis of a series of 1,4-disubstituted of naphthoxymethyl-N-alkyl naphthalimide-1,2,3-triazoles employing click reaction is presented. Highly selective and efficient copper(I)-catalysed 1,3-dipolar cyclo addition between 1-naphthylpropargylic ether and azido alkyl naphthalimides yielded the title compounds in 74% to 94%. The structure of all the new 1,2,3-triazoles was characterized by
1
HNMR,
13
C NMR, IR and Mass. The electronic absorption and emission studies revealed that the light absorbing and emitting chromophore is the naphthoxy moiety. There is no extensive delocalization of aromatic
π
-electrons in the active chromophore which exhibited lower quantum yields and lower Stokes shifts.
Graphical Abstract
Synthesis and photophysical properties of 1,4-disubstituted naphthyloxymethyl-N-alkyl naphthimido-1,2,3-triazole are presented.</description><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Chemistry/Food Science</subject><issn>0974-3626</issn><issn>0973-7103</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><recordid>eNp9kMtOwzAQRS0EEqXwAezyATWM49ROl6jiJVWwANaW7UyISxoH25Uavp6Uds3qXmnmjEaHkGsGNwxA3kaWA19QYAUFISXdnZAJLCSnkgE__esF5SIX5-QixjUALwvJJ-T7behSg9HFTHdV1jc--b4ZorO6zfrgewzJYcx8nbFZVtDKxa2JyaVtwirrdN-kZmj9btjgvtAXqtuvoT1O3MZVnrJZPuM0Bad_fIuX5KzWbcSrY07Jx8P9-_KJrl4fn5d3K2o5Z4kazksuNQIu6nIuBC6MqQXqqsQcsOTGoBbaasbAMlvOoUQhxrBGmtwKxqeEHe7a4GMMWKs-uI0Og2Kg9s7UwZkanam9M7UbmfzAxHG3-8Sg1n4buvHNf6BfY5Fyqw</recordid><startdate>20140701</startdate><enddate>20140701</enddate><creator>RAMCHANDER, J</creator><creator>RAMESHWAR, N</creator><creator>REDDY, T SHESHASHENA</creator><creator>RAJU, GAJULA</creator><creator>REDDY, A RAM</creator><general>Springer India</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20140701</creationdate><title>Synthesis and photophysical properties of 1, 4-disubstituted naphthyloxymethyl-N-alkyl naphthimido-1,2,3-triazole</title><author>RAMCHANDER, J ; RAMESHWAR, N ; REDDY, T SHESHASHENA ; RAJU, GAJULA ; REDDY, A RAM</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c331t-b33837ae0e9f8566e9bbf6ead8e20e83bbea6aca110c1c8508e66850cb7b2c613</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Chemistry/Food Science</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>RAMCHANDER, J</creatorcontrib><creatorcontrib>RAMESHWAR, N</creatorcontrib><creatorcontrib>REDDY, T SHESHASHENA</creatorcontrib><creatorcontrib>RAJU, GAJULA</creatorcontrib><creatorcontrib>REDDY, A RAM</creatorcontrib><collection>CrossRef</collection><jtitle>Journal of chemical sciences (Bangalore, India)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>RAMCHANDER, J</au><au>RAMESHWAR, N</au><au>REDDY, T SHESHASHENA</au><au>RAJU, GAJULA</au><au>REDDY, A RAM</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and photophysical properties of 1, 4-disubstituted naphthyloxymethyl-N-alkyl naphthimido-1,2,3-triazole</atitle><jtitle>Journal of chemical sciences (Bangalore, India)</jtitle><stitle>J Chem Sci</stitle><date>2014-07-01</date><risdate>2014</risdate><volume>126</volume><issue>4</issue><spage>1063</spage><epage>1074</epage><pages>1063-1074</pages><issn>0974-3626</issn><eissn>0973-7103</eissn><abstract>Regioselective synthesis of a series of 1,4-disubstituted of naphthoxymethyl-N-alkyl naphthalimide-1,2,3-triazoles employing click reaction is presented. Highly selective and efficient copper(I)-catalysed 1,3-dipolar cyclo addition between 1-naphthylpropargylic ether and azido alkyl naphthalimides yielded the title compounds in 74% to 94%. The structure of all the new 1,2,3-triazoles was characterized by
1
HNMR,
13
C NMR, IR and Mass. The electronic absorption and emission studies revealed that the light absorbing and emitting chromophore is the naphthoxy moiety. There is no extensive delocalization of aromatic
π
-electrons in the active chromophore which exhibited lower quantum yields and lower Stokes shifts.
Graphical Abstract
Synthesis and photophysical properties of 1,4-disubstituted naphthyloxymethyl-N-alkyl naphthimido-1,2,3-triazole are presented.</abstract><cop>India</cop><pub>Springer India</pub><doi>10.1007/s12039-014-0677-x</doi><tpages>12</tpages><oa>free_for_read</oa></addata></record> |
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| ispartof | Journal of chemical sciences (Bangalore, India), 2014-07, Vol.126 (4), p.1063-1074 |
| issn | 0974-3626 0973-7103 |
| language | eng |
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| source | Springer Nature; Free Full-Text Journals in Chemistry |
| subjects | Chemistry Chemistry and Materials Science Chemistry/Food Science |
| title | Synthesis and photophysical properties of 1, 4-disubstituted naphthyloxymethyl-N-alkyl naphthimido-1,2,3-triazole |
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