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...

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Main Authors:	Wong, Sheryn, Jalifah Latip, Nurul Izzaty Hassan, Siti Aishah Hasbullah
Format:	Article
Language:	English
Published:	Penerbit Universiti Kebangsaan Malaysia 2018
Online Access:	http://journalarticle.ukm.my/12061/ http://journalarticle.ukm.my/12061/ http://journalarticle.ukm.my/12061/1/UKM%20SAINSMalaysiana%2047%2804%29Apr%202018%2014.pdf

id	ukm-12061
recordtype	eprints
spelling	ukm-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
repository_type	Digital Repository
institution_category	Local University
institution	Universiti Kebangasaan Malaysia
building	UKM Institutional Repository
collection	Online Access
language	English
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.
format	Article
author	Wong, Sheryn Jalifah Latip, Nurul Izzaty Hassan, Siti Aishah Hasbullah,
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
author_facet	Wong, Sheryn Jalifah Latip, Nurul Izzaty Hassan, Siti Aishah Hasbullah,
author_sort	Wong, Sheryn
title	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_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_sort	x-ray crystal structure and cation binding properties of a new phthalide-fused indoline derivative
publisher	Penerbit Universiti Kebangsaan Malaysia
publishDate	2018
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
first_indexed	2023-09-18T20:01:46Z
last_indexed	2023-09-18T20:01:46Z
_version_	1777406896130490368

X-ray crystal structure and cation binding properties of a new phthalide-fused indoline derivative

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