X-ray crystal structure and cation binding properties of a new phthalide-fused indoline derivative
An efficient and a green route to synthesize phthalide-fused indoline, 3-[(5-chloro-1,3,3-trimethylindolin-2-ylidene)methyl] isobenzofuran-1(3H)-one (3) has been developed by the coupling reaction of 5-chloro-2-methylene-1,3,3-trimethylindoline, 1 and 2-formylbenzoic acid, 2 under solvent-free dom...
| Main Authors: | , , , |
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| Format: | Article |
| Language: | English |
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Penerbit Universiti Kebangsaan Malaysia
2018
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| Online Access: | http://journalarticle.ukm.my/12061/ http://journalarticle.ukm.my/12061/1/UKM%20SAINSMalaysiana%2047%2804%29Apr%202018%2014.pdf |
| _version_ | 1848812899089252352 |
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| author | Wong, Sheryn Jalifah Latip, Nurul Izzaty Hassan, Siti Aishah Hasbullah, |
| author_facet | Wong, Sheryn Jalifah Latip, Nurul Izzaty Hassan, Siti Aishah Hasbullah, |
| author_sort | Wong, Sheryn |
| building | UKM Institutional Repository |
| collection | Online Access |
| description | An efficient and a green route to synthesize phthalide-fused indoline, 3-[(5-chloro-1,3,3-trimethylindolin-2-ylidene)methyl]
isobenzofuran-1(3H)-one (3) has been developed by the coupling reaction of 5-chloro-2-methylene-1,3,3-trimethylindoline,
1 and 2-formylbenzoic acid, 2 under solvent-free domestic microwave irradiation. The compound was produced in 85%
yield. Compound 3 was characterized by analytical and spectral methods and its structure was confirmed by chemical
crystallography. Compound 3 was successfully crystallized in triclinic system with space group Pī. The molecular structure
consists of fused 1 and 2 groups connected by the enamine carbon. Binding study of 3 towards different types of metal
cations was done by colorimetric detection and UV-vis titrations. Compound 3 exhibited good selectivity and sensitivity
for Sn2+ compared to other metal cations tested. The stoichiometric binding ratio of 3 toward Sn2+ is found to be 1:1
and the binding constant (Ka) is 1.07×104 M–1 on the basis of Job’s plot and Benesi-Hildebrand analysis. |
| first_indexed | 2025-11-15T00:09:37Z |
| format | Article |
| id | oai:generic.eprints.org:12061 |
| institution | Universiti Kebangasaan Malaysia |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-15T00:09:37Z |
| publishDate | 2018 |
| publisher | Penerbit Universiti Kebangsaan Malaysia |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | oai:generic.eprints.org:120612018-09-16T23:26:17Z http://journalarticle.ukm.my/12061/ X-ray crystal structure and cation binding properties of a new phthalide-fused indoline derivative Wong, Sheryn Jalifah Latip, Nurul Izzaty Hassan, Siti Aishah Hasbullah, An efficient and a green route to synthesize phthalide-fused indoline, 3-[(5-chloro-1,3,3-trimethylindolin-2-ylidene)methyl] isobenzofuran-1(3H)-one (3) has been developed by the coupling reaction of 5-chloro-2-methylene-1,3,3-trimethylindoline, 1 and 2-formylbenzoic acid, 2 under solvent-free domestic microwave irradiation. The compound was produced in 85% yield. Compound 3 was characterized by analytical and spectral methods and its structure was confirmed by chemical crystallography. Compound 3 was successfully crystallized in triclinic system with space group Pī. The molecular structure consists of fused 1 and 2 groups connected by the enamine carbon. Binding study of 3 towards different types of metal cations was done by colorimetric detection and UV-vis titrations. Compound 3 exhibited good selectivity and sensitivity for Sn2+ compared to other metal cations tested. The stoichiometric binding ratio of 3 toward Sn2+ is found to be 1:1 and the binding constant (Ka) is 1.07×104 M–1 on the basis of Job’s plot and Benesi-Hildebrand analysis. Penerbit Universiti Kebangsaan Malaysia 2018-04 Article PeerReviewed application/pdf en http://journalarticle.ukm.my/12061/1/UKM%20SAINSMalaysiana%2047%2804%29Apr%202018%2014.pdf Wong, Sheryn and Jalifah Latip, and Nurul Izzaty Hassan, and Siti Aishah Hasbullah, (2018) X-ray crystal structure and cation binding properties of a new phthalide-fused indoline derivative. Sains Malaysiana, 47 (4). pp. 755-762. ISSN 0126-6039 http://www.ukm.my/jsm/malay_journals/jilid47bil4_2018/KandunganJilid47Bil4_2018.htm |
| spellingShingle | Wong, Sheryn Jalifah Latip, Nurul Izzaty Hassan, Siti Aishah Hasbullah, X-ray crystal structure and cation binding properties of a new phthalide-fused indoline derivative |
| title | X-ray crystal structure and cation binding properties of a new phthalide-fused indoline derivative |
| title_full | X-ray crystal structure and cation binding properties of a new phthalide-fused indoline derivative |
| title_fullStr | X-ray crystal structure and cation binding properties of a new phthalide-fused indoline derivative |
| title_full_unstemmed | X-ray crystal structure and cation binding properties of a new phthalide-fused indoline derivative |
| title_short | X-ray crystal structure and cation binding properties of a new phthalide-fused indoline derivative |
| title_sort | x-ray crystal structure and cation binding properties of a new phthalide-fused indoline derivative |
| url | http://journalarticle.ukm.my/12061/ http://journalarticle.ukm.my/12061/ http://journalarticle.ukm.my/12061/1/UKM%20SAINSMalaysiana%2047%2804%29Apr%202018%2014.pdf |