Supplementary File - rsc.org · Supplementary File Facile Synthesis and Characterization of...
Transcript of Supplementary File - rsc.org · Supplementary File Facile Synthesis and Characterization of...
![Page 1: Supplementary File - rsc.org · Supplementary File Facile Synthesis and Characterization of Bio-Organometallic Compounds and their Biological Activity Contour against Human Pathogens†](https://reader030.fdocuments.us/reader030/viewer/2022041210/5dd0889ed6be591ccb6173f0/html5/thumbnails/1.jpg)
Supplementary File
Facile Synthesis and Characterization of Bio-Organometallic Compounds and their Biological Activity Contour against Human
Pathogens†
Mathiyazhagan Arun Divakara, Velnathan Sudhamania, Sivakumar Shanmugama*, Thillaichidambaram Muneeswaranb, Sembulingam Tamilzhalaganc, Muthiah Ramakritinanb, Kumaresan Ganesanc
a Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai – 625 021.b Department of Marine and Coastal Studies, School of Energy, Environment and Natural Resources, Madurai Kamaraj University, Madurai – 625 021.cCancer Genetics Laboratory, Department of Genetics, Centre for Excellence in Genomic Sciences, School of Biological Sciences, Madurai Kamaraj University, Madurai – 625 021, India.
1H & 13C NMR spectra of ferrocenyl(4-(aryl)-1H-pyrrol-3-yl)methanone - 2a-h
1H & 13C NMR spectra of (1-methyl-4-(aryl)-1H-pyrrol-3-yl)(ferrocenyl)methanone - 3a-h
and
LC-MS SPECTRA of some representative PYRROLES
Electronic Supplementary Material (ESI) for RSC Advances.This journal is © The Royal Society of Chemistry 2014
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1H NMR (400 MHz, DMSO-d6): ferrocenyl(4-(3,4,5-trimethoxyphenyl)-1H-pyrrol-3-
yl)methanone 2a
O
Fe
OCH3
OCH3
H3CO
NH
![Page 3: Supplementary File - rsc.org · Supplementary File Facile Synthesis and Characterization of Bio-Organometallic Compounds and their Biological Activity Contour against Human Pathogens†](https://reader030.fdocuments.us/reader030/viewer/2022041210/5dd0889ed6be591ccb6173f0/html5/thumbnails/3.jpg)
13C NMR (75 MHz, DMSO-d6): ferrocenyl(4-(3,4,5-trimethoxyphenyl)-1H-pyrrol-3-
yl)methanone 2a
LC-MS: ferrocenyl(4-(3,4,5-trimethoxyphenyl)-1H-pyrrol-3-yl)methanone 2a
O
Fe
OCH3
OCH3
H3CO
NH
![Page 4: Supplementary File - rsc.org · Supplementary File Facile Synthesis and Characterization of Bio-Organometallic Compounds and their Biological Activity Contour against Human Pathogens†](https://reader030.fdocuments.us/reader030/viewer/2022041210/5dd0889ed6be591ccb6173f0/html5/thumbnails/4.jpg)
1H NMR (300 MHz, DMSO-d6): ferrocenyl(4-(4-chlorophenyl)-1H-pyrrol-3-yl)methanone 2b
O
Fe
Cl
NH
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13C NMR (75 MHz, DMSO-d6): ferrocenyl(4-(4-chlorophenyl)-1H-pyrrol-3-yl)methanone 2b
LC-MS: ferrocenyl(4-(4-chlorophenyl)-1H-pyrrol-3-yl)methanone 2b
O
Fe
Cl
NH
![Page 6: Supplementary File - rsc.org · Supplementary File Facile Synthesis and Characterization of Bio-Organometallic Compounds and their Biological Activity Contour against Human Pathogens†](https://reader030.fdocuments.us/reader030/viewer/2022041210/5dd0889ed6be591ccb6173f0/html5/thumbnails/6.jpg)
1H NMR (400 MHz, DMSO-d6): ferrocenyl(4-(3-chlorophenyl)-1H-pyrrol-3-yl)methanone 2c
13C NMR (75 MHz, DMSO-d6): ferrocenyl(4-(3-chlorophenyl)-1H-pyrrol-3-yl)methanone 2c
O
FeNH
Cl
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1H NMR (300 MHz, DMSO-d6): ferrocenyl(4-(2-bromophenyl)-1H-pyrrol-3-yl)methanone 2d
O
FeNH
Br
![Page 8: Supplementary File - rsc.org · Supplementary File Facile Synthesis and Characterization of Bio-Organometallic Compounds and their Biological Activity Contour against Human Pathogens†](https://reader030.fdocuments.us/reader030/viewer/2022041210/5dd0889ed6be591ccb6173f0/html5/thumbnails/8.jpg)
13C NMR (75 MHz, DMSO-d6): ferrocenyl(4-(2-bromophenyl)-1H-pyrrol-3-yl)methanone 2d
1H NMR (300 MHz, DMSO-d6): ferrocenyl(4-(3,4-dimethoxphenyl)-1H-pyrrol-3-yl)methanone 2e
O
Fe
OCH3
OCH3
NH
![Page 9: Supplementary File - rsc.org · Supplementary File Facile Synthesis and Characterization of Bio-Organometallic Compounds and their Biological Activity Contour against Human Pathogens†](https://reader030.fdocuments.us/reader030/viewer/2022041210/5dd0889ed6be591ccb6173f0/html5/thumbnails/9.jpg)
13C NMR (75 MHz, DMSO-d6): ferrocenyl(4-(3,4-dimethoxphenyl)-1H-pyrrol-3-yl)methanone 2e
LC-MS: ferrocenyl(4-(3,4-dimethoxphenyl)-1H-pyrrol-3-yl)methanone 2e
O
Fe
OCH3
OCH3
NH
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1H NMR (400 MHz, DMSO-d6): ferrocenyl(4-(thiophen-2-yl)-1H-pyrrol-3-yl)methanone 2f
13C NMR (75 MHz, DMSO-d6): ferrocenyl(4-(thiophen-2-yl)-1H-pyrrol-3-yl)methanone 2f
O
FeNH
S
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1H NMR (300 MHz, DMSO-d6): ferrocenyl(4-(furane-2-yl)-1H-pyrrol-3-yl)methanone 2g
O
FeNH
O
![Page 12: Supplementary File - rsc.org · Supplementary File Facile Synthesis and Characterization of Bio-Organometallic Compounds and their Biological Activity Contour against Human Pathogens†](https://reader030.fdocuments.us/reader030/viewer/2022041210/5dd0889ed6be591ccb6173f0/html5/thumbnails/12.jpg)
13C NMR (75 MHz, DMSO-d6): ferrocenyl(4-(furane-2-yl)-1H-pyrrol-3-yl)methanone 2g
LC-MS: ferrocenyl(4-(furane-2-yl)-1H-pyrrol-3-yl)methanone 2g
O
FeNH
O
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1H NMR (300 MHz, DMSO-d6): ferrocenyl(4-(4-methoxphenyl)-1H-pyrrol-3-yl)methanone 2h
13C NMR (75 MHz, DMSO-d6): ferrocenyl(4-(4-methoxphenyl)-1H-pyrrol-3-yl)methanone 2h
O
Fe
OCH3
NH
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1H NMR (300 MHz, CDCl3): (1-methyl-4-(3,4,5-trimethoxyphenyl)-1H-pyrrol-3-
yl)(ferrocenyl)methanone 3a
O
FeNCH3
OCH3
OCH3
H3CO
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13C NMR (75 MHz, DMSO-d6): (1-methyl-4-(3,4,5-trimethoxyphenyl)-1H-pyrrol-3-
yl)(ferrocenyl)methanone 3a
LC-MS: (1-methyl-4-(3,4,5-trimethoxyphenyl)-1H-pyrrol-3-yl)(ferrocenyl)methanone 3a
O
FeNCH3
OCH3
OCH3
H3CO
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1H NMR (300 MHz, CDCl3): (1-methyl-4-(4-chlorophenyl)-1H-pyrrol-3-
yl)(ferrocenyl)methanone 3b
O
Fe
Cl
NCH3
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13C NMR (75 MHz, DMSO-d6): (1-methyl-4-(4-chlorophenyl)-1H-pyrrol-3-
yl)(ferrocenyl)methanone 3b
LC-MS: (1-methyl-4-(4-chlorophenyl)-1H-pyrrol-3-yl)(ferrocenyl)methanone 3b
O
Fe
Cl
NCH3
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1H NMR (300 MHz, CDCl3): (1-methyl-4-(3-chlorophenyl)-1H-pyrrol-3-
yl)(ferrocenyl)methanone 3c
13C NMR (75 MHz, DMSO-d6): (1-methyl-4-(3-chlorophenyl)-1H-pyrrol-3-
yl)(ferrocenyl)methanone 3c
O
FeN
Cl
CH3
O
FeN
Cl
CH3
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1H NMR (300 MHz, DMSO-d6): (1-methyl-4-(2-bromophenyl)-1H-pyrrol-3-
yl)(ferrocenyl)methanone 3d
O
FeNCH3
Br
![Page 20: Supplementary File - rsc.org · Supplementary File Facile Synthesis and Characterization of Bio-Organometallic Compounds and their Biological Activity Contour against Human Pathogens†](https://reader030.fdocuments.us/reader030/viewer/2022041210/5dd0889ed6be591ccb6173f0/html5/thumbnails/20.jpg)
13C NMR (75 MHz, DMSO-d6): (1-methyl-4-(2-bromophenyl)-1H-pyrrol-3-
yl)(ferrocenyl)methanone 3d
LC-MS: (1-methyl-4-(2-bromophenyl)-1H-pyrrol-3-yl)(ferrocenyl)methanone 3d
O
FeNCH3
Br
![Page 21: Supplementary File - rsc.org · Supplementary File Facile Synthesis and Characterization of Bio-Organometallic Compounds and their Biological Activity Contour against Human Pathogens†](https://reader030.fdocuments.us/reader030/viewer/2022041210/5dd0889ed6be591ccb6173f0/html5/thumbnails/21.jpg)
1H NMR (300 MHz, DMSO-d6): (1-methyl-4-(3,4-dimethoxyphenyl)-1H-pyrrol-3-
yl)(ferrocenyl)methanone 3e
13C NMR (75 MHz, DMSO-d6): (1-methyl-4-(3,4-dimethoxyphenyl)-1H-pyrrol-3-
yl)(ferrocenyl)methanone 3e
O
FeNCH3
OCH3
OCH3
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1H NMR (300 MHz, DMSO-d6): (1-methyl-4-(thiophen-2-yl)-1H-pyrrol-3-
yl)(ferrocenyl)methanone 3f
O
FeNCH3
S
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13C NMR (75 MHz, DMSO-d6): (1-methyl-4-(thiophen-2-yl)-1H-pyrrol-3-
yl)(ferrocenyl)methanone 3f
LC-MS: (1-methyl-4-(thiophen-2-yl)-1H-pyrrol-3-yl)(ferrocenyl)methanone 3f
O
FeNCH3
S
![Page 24: Supplementary File - rsc.org · Supplementary File Facile Synthesis and Characterization of Bio-Organometallic Compounds and their Biological Activity Contour against Human Pathogens†](https://reader030.fdocuments.us/reader030/viewer/2022041210/5dd0889ed6be591ccb6173f0/html5/thumbnails/24.jpg)
1H NMR (300 MHz, CDCl3): (1-methyl-4-(furane-2-yl)-1H-pyrrol-3-yl)(ferrocenyl)methanone 3g
13C NMR (75 MHz, CDCl3): (1-methyl-4-(furane-2-yl)-1H-pyrrol-3-yl)(ferrocenyl)methanone 3g
O
FeNCH3
O
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1H NMR (300 MHz, CDCl3): (1-methyl-4-(4-methoxyphenyl)-1H-pyrrol-3-yl)(ferrocenyl)methanone 3h
13C NMR (75 MHz, CDCl3): (1-methyl-4-(4-methoxyphenyl)-1H-pyrrol-3-yl)(ferrocenyl)methanone 3h
O
FeNCH3
OCH3