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Synthesis, characterization, and heparin-binding study of a self-assembled -cymene-Ru() metallocycle based on a 4-amino-1,8-naphthalimide Tröger's base supramolecular scaffold
We report the very first example of a self-assembled p -cymene-Ru( ii ) metallocycle based on a green emitting 4-amino-1,8-naphthalimide Tröger's base ( TBNap ) supramolecular scaffold. A new cleft-shaped TBNap-derived di-4-picolyl donor was synthesized and reacted in a 2 : 2 stoichiometry rati...
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| Published in: | Dalton transactions : an international journal of inorganic chemistry 2023-02, Vol.52 (9), p.2566-257 |
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| container_end_page | 257 |
| container_issue | 9 |
| container_start_page | 2566 |
| container_title | Dalton transactions : an international journal of inorganic chemistry |
| container_volume | 52 |
| creator | Mohan, Binduja Shanmugaraju, Sankarasekaran |
| description | We report the very first example of a self-assembled
p
-cymene-Ru(
ii
) metallocycle based on a green emitting 4-amino-1,8-naphthalimide Tröger's base (
TBNap
) supramolecular scaffold. A new cleft-shaped TBNap-derived di-4-picolyl donor was synthesized and reacted in a 2 : 2 stoichiometry ratio with a dinuclear Ru(
ii
) acceptor (
Ru-A
) to generate a [2 + 2] self-assembled metallocycle (
TBNap-Ru-MC
) in good yield. Both
TBNap
and
TBNap-Ru-MC
showed positive solvatochromism in different solvents with varying polarities. In addition, the binding propensity of cationic
TBNap-Ru-MC
toward the heparin polyanion was determined using fluorescence titration studies. The initial fluorescence emission of
TBNap-Ru-MC
was quenched upon the gradual addition of the heparin polyanion, and the Stern-Volmer quenching constant (
K
SV
) was calculated to be 3.97 × 10
5
M
−1
.
The synthesis, photophysics, and heparin-binding ability of a [2 + 2] self-assembled Ru(
ii
) metallocycle (
TBNap-Ru-MC
) based on a green-emitting 4-amino-1,8-naphthalimide Tröger's base (
TBNap
) are described. |
| doi_str_mv | 10.1039/d2dt03079a |
| format | article |
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p
-cymene-Ru(
ii
) metallocycle based on a green emitting 4-amino-1,8-naphthalimide Tröger's base (
TBNap
) supramolecular scaffold. A new cleft-shaped TBNap-derived di-4-picolyl donor was synthesized and reacted in a 2 : 2 stoichiometry ratio with a dinuclear Ru(
ii
) acceptor (
Ru-A
) to generate a [2 + 2] self-assembled metallocycle (
TBNap-Ru-MC
) in good yield. Both
TBNap
and
TBNap-Ru-MC
showed positive solvatochromism in different solvents with varying polarities. In addition, the binding propensity of cationic
TBNap-Ru-MC
toward the heparin polyanion was determined using fluorescence titration studies. The initial fluorescence emission of
TBNap-Ru-MC
was quenched upon the gradual addition of the heparin polyanion, and the Stern-Volmer quenching constant (
K
SV
) was calculated to be 3.97 × 10
5
M
−1
.
The synthesis, photophysics, and heparin-binding ability of a [2 + 2] self-assembled Ru(
ii
) metallocycle (
TBNap-Ru-MC
) based on a green-emitting 4-amino-1,8-naphthalimide Tröger's base (
TBNap
) are described.</description><identifier>ISSN: 1477-9226</identifier><identifier>EISSN: 1477-9234</identifier><identifier>DOI: 10.1039/d2dt03079a</identifier><ispartof>Dalton transactions : an international journal of inorganic chemistry, 2023-02, Vol.52 (9), p.2566-257</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></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>Mohan, Binduja</creatorcontrib><creatorcontrib>Shanmugaraju, Sankarasekaran</creatorcontrib><title>Synthesis, characterization, and heparin-binding study of a self-assembled -cymene-Ru() metallocycle based on a 4-amino-1,8-naphthalimide Tröger's base supramolecular scaffold</title><title>Dalton transactions : an international journal of inorganic chemistry</title><description>We report the very first example of a self-assembled
p
-cymene-Ru(
ii
) metallocycle based on a green emitting 4-amino-1,8-naphthalimide Tröger's base (
TBNap
) supramolecular scaffold. A new cleft-shaped TBNap-derived di-4-picolyl donor was synthesized and reacted in a 2 : 2 stoichiometry ratio with a dinuclear Ru(
ii
) acceptor (
Ru-A
) to generate a [2 + 2] self-assembled metallocycle (
TBNap-Ru-MC
) in good yield. Both
TBNap
and
TBNap-Ru-MC
showed positive solvatochromism in different solvents with varying polarities. In addition, the binding propensity of cationic
TBNap-Ru-MC
toward the heparin polyanion was determined using fluorescence titration studies. The initial fluorescence emission of
TBNap-Ru-MC
was quenched upon the gradual addition of the heparin polyanion, and the Stern-Volmer quenching constant (
K
SV
) was calculated to be 3.97 × 10
5
M
−1
.
The synthesis, photophysics, and heparin-binding ability of a [2 + 2] self-assembled Ru(
ii
) metallocycle (
TBNap-Ru-MC
) based on a green-emitting 4-amino-1,8-naphthalimide Tröger's base (
TBNap
) are described.</description><issn>1477-9226</issn><issn>1477-9234</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><sourceid/><recordid>eNqFkLtOxDAQRS0EEsujoUeaDpBicB6wpEaLqGH71cSebIz8iDxOEb6Kih_gx1ghBCXVvdI5t7lCnJXqulR1e2Mqk1Wtli3uiUXZLJeyrepm_7dXd4fiiPlVqapSt9VCvL_MIQ_ElgvQAybUmZJ9w2xjKACDgYFGTDbIzgZjwxY4T2aG2AMCk-slMpPvHBmQevYUSD5Pl1fgKaNzUc_aEXTIOx7DbtNI9DZEWRb3MuA45AGd9dYQrNPnx5bSBX_rwNOY0EdHenKYgDX2fXTmRBz06JhOf_JYnD-u1g9PMrHejMl6TPPm74b6P_4FMpJkSg</recordid><startdate>20230228</startdate><enddate>20230228</enddate><creator>Mohan, Binduja</creator><creator>Shanmugaraju, Sankarasekaran</creator><scope/></search><sort><creationdate>20230228</creationdate><title>Synthesis, characterization, and heparin-binding study of a self-assembled -cymene-Ru() metallocycle based on a 4-amino-1,8-naphthalimide Tröger's base supramolecular scaffold</title><author>Mohan, Binduja ; Shanmugaraju, Sankarasekaran</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-rsc_primary_d2dt03079a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><creationdate>2023</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Mohan, Binduja</creatorcontrib><creatorcontrib>Shanmugaraju, Sankarasekaran</creatorcontrib><jtitle>Dalton transactions : an international journal of inorganic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Mohan, Binduja</au><au>Shanmugaraju, Sankarasekaran</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis, characterization, and heparin-binding study of a self-assembled -cymene-Ru() metallocycle based on a 4-amino-1,8-naphthalimide Tröger's base supramolecular scaffold</atitle><jtitle>Dalton transactions : an international journal of inorganic chemistry</jtitle><date>2023-02-28</date><risdate>2023</risdate><volume>52</volume><issue>9</issue><spage>2566</spage><epage>257</epage><pages>2566-257</pages><issn>1477-9226</issn><eissn>1477-9234</eissn><abstract>We report the very first example of a self-assembled
p
-cymene-Ru(
ii
) metallocycle based on a green emitting 4-amino-1,8-naphthalimide Tröger's base (
TBNap
) supramolecular scaffold. A new cleft-shaped TBNap-derived di-4-picolyl donor was synthesized and reacted in a 2 : 2 stoichiometry ratio with a dinuclear Ru(
ii
) acceptor (
Ru-A
) to generate a [2 + 2] self-assembled metallocycle (
TBNap-Ru-MC
) in good yield. Both
TBNap
and
TBNap-Ru-MC
showed positive solvatochromism in different solvents with varying polarities. In addition, the binding propensity of cationic
TBNap-Ru-MC
toward the heparin polyanion was determined using fluorescence titration studies. The initial fluorescence emission of
TBNap-Ru-MC
was quenched upon the gradual addition of the heparin polyanion, and the Stern-Volmer quenching constant (
K
SV
) was calculated to be 3.97 × 10
5
M
−1
.
The synthesis, photophysics, and heparin-binding ability of a [2 + 2] self-assembled Ru(
ii
) metallocycle (
TBNap-Ru-MC
) based on a green-emitting 4-amino-1,8-naphthalimide Tröger's base (
TBNap
) are described.</abstract><doi>10.1039/d2dt03079a</doi><tpages>5</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1477-9226 |
| ispartof | Dalton transactions : an international journal of inorganic chemistry, 2023-02, Vol.52 (9), p.2566-257 |
| issn | 1477-9226 1477-9234 |
| language | |
| recordid | cdi_rsc_primary_d2dt03079a |
| source | Royal Society of Chemistry |
| title | Synthesis, characterization, and heparin-binding study of a self-assembled -cymene-Ru() metallocycle based on a 4-amino-1,8-naphthalimide Tröger's base supramolecular scaffold |
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