DQGWKH&HQWUH1DWLRQDOGHOD5HFKHUFKH6FLHQWLILTXH N h l a n … · S c h o o l o f C h e m i s t r y &...
Transcript of DQGWKH&HQWUH1DWLRQDOGHOD5HFKHUFKH6FLHQWLILTXH N h l a n … · S c h o o l o f C h e m i s t r y &...
![Page 1: DQGWKH&HQWUH1DWLRQDOGHOD5HFKHUFKH6FLHQWLILTXH N h l a n … · S c h o o l o f C h e m i s t r y & P h y s i c s , U n i v e r s i t y o f K w a Z u l u - N a t a l , D u r b a n](https://reader033.fdocuments.net/reader033/viewer/2022052013/602a3ccae3d77425951290fe/html5/thumbnails/1.jpg)
1
Catalyst-free, one-pot, four-component green synthesis of functionalized
1-(2-fluorophenyl)-1,4-dihydropyridines under ultrasound irradiation
Nhlanhla Shabalala, Suresh Maddila and Sreekantha B. Jonnalagadda*
*School of Chemistry and Physics, University of Kwa-Zulu Natal, Westville Campus, Private
Bag X 54001, Durban, 4000, South Africa.
Corresponding Author: Prof. Sreekantha B. Jonnalagadda
School of Chemistry & Physics,
University of KwaZulu-Natal,
Durban 4000, South Africa.
Tel.: +27 31 2607325,
Fax: +27 31 2603091,
Email: [email protected]
Contents Pages
Materials, methods and instruments 2
Spectra’s of functionalized 1,4-dihydropyridine derivatives 3-24
Electronic Supplementary Material (ESI) for New Journal of Chemistry.This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2016
![Page 2: DQGWKH&HQWUH1DWLRQDOGHOD5HFKHUFKH6FLHQWLILTXH N h l a n … · S c h o o l o f C h e m i s t r y & P h y s i c s , U n i v e r s i t y o f K w a Z u l u - N a t a l , D u r b a n](https://reader033.fdocuments.net/reader033/viewer/2022052013/602a3ccae3d77425951290fe/html5/thumbnails/2.jpg)
2
Materials, methods and instruments
All chemicals used were reagent grade and were used as received without further
purification. 1H NMR, 13C NMR, 15N NMR and 19F NMR spectra were recorded at 25 oC at 400
MHz, 100 MHz, 40.55 MHz and 376.58 MHz (Bruker Avance) instrument respectively, using
TMS as internal standard. Chemical shifts are given in parts per million (ppm). The FT-IR
spectroscopy of samples was carried out on a Perkin Elmer Perkin Elmer Precisely 100 FT-IR
spectrometer in the 400-4000 cm-1 region. The HRMS were recorded on a waters micromass
LCT premier mass spectrometer using electrospray ionization in the positive or negative mode.
The ultrasonic assisted reactions are carried out in a ‘‘Spectralab model UMC 20 Ultrsonic
cleaner” with a frequency of 40 kHz and a nominal power 250 W. Melting points were recorded
on a hot stage melting point apparatus Ernst Leitz Wetzlar, Germany and were uncorrected. All
the reactions and the purity of products were monitored using thin layer chromatography (TLC)
on aluminum-backed plates coated with Merck Kieselgel 60 F254 silica gel, visualizing the spots
under ultraviolet light and iodine chamber.
![Page 3: DQGWKH&HQWUH1DWLRQDOGHOD5HFKHUFKH6FLHQWLILTXH N h l a n … · S c h o o l o f C h e m i s t r y & P h y s i c s , U n i v e r s i t y o f K w a Z u l u - N a t a l , D u r b a n](https://reader033.fdocuments.net/reader033/viewer/2022052013/602a3ccae3d77425951290fe/html5/thumbnails/3.jpg)
3
1H NMR spectra of 5a
15N NMR spectra of 5a
![Page 4: DQGWKH&HQWUH1DWLRQDOGHOD5HFKHUFKH6FLHQWLILTXH N h l a n … · S c h o o l o f C h e m i s t r y & P h y s i c s , U n i v e r s i t y o f K w a Z u l u - N a t a l , D u r b a n](https://reader033.fdocuments.net/reader033/viewer/2022052013/602a3ccae3d77425951290fe/html5/thumbnails/4.jpg)
4
13C NMR spectra of 5a
HRMS spectra of 5a
![Page 5: DQGWKH&HQWUH1DWLRQDOGHOD5HFKHUFKH6FLHQWLILTXH N h l a n … · S c h o o l o f C h e m i s t r y & P h y s i c s , U n i v e r s i t y o f K w a Z u l u - N a t a l , D u r b a n](https://reader033.fdocuments.net/reader033/viewer/2022052013/602a3ccae3d77425951290fe/html5/thumbnails/5.jpg)
5
1H NMR spectra of 5b
15N NMR spectra of 5b
![Page 6: DQGWKH&HQWUH1DWLRQDOGHOD5HFKHUFKH6FLHQWLILTXH N h l a n … · S c h o o l o f C h e m i s t r y & P h y s i c s , U n i v e r s i t y o f K w a Z u l u - N a t a l , D u r b a n](https://reader033.fdocuments.net/reader033/viewer/2022052013/602a3ccae3d77425951290fe/html5/thumbnails/6.jpg)
6
13C NMR spectra of 5b
HRMS spectra of 5b
![Page 7: DQGWKH&HQWUH1DWLRQDOGHOD5HFKHUFKH6FLHQWLILTXH N h l a n … · S c h o o l o f C h e m i s t r y & P h y s i c s , U n i v e r s i t y o f K w a Z u l u - N a t a l , D u r b a n](https://reader033.fdocuments.net/reader033/viewer/2022052013/602a3ccae3d77425951290fe/html5/thumbnails/7.jpg)
7
1H NMR spectra of 5c
15N NMR spectra of 5c
![Page 8: DQGWKH&HQWUH1DWLRQDOGHOD5HFKHUFKH6FLHQWLILTXH N h l a n … · S c h o o l o f C h e m i s t r y & P h y s i c s , U n i v e r s i t y o f K w a Z u l u - N a t a l , D u r b a n](https://reader033.fdocuments.net/reader033/viewer/2022052013/602a3ccae3d77425951290fe/html5/thumbnails/8.jpg)
8
13C NMR spectra of 5c
HRMS spectra of 5c
![Page 9: DQGWKH&HQWUH1DWLRQDOGHOD5HFKHUFKH6FLHQWLILTXH N h l a n … · S c h o o l o f C h e m i s t r y & P h y s i c s , U n i v e r s i t y o f K w a Z u l u - N a t a l , D u r b a n](https://reader033.fdocuments.net/reader033/viewer/2022052013/602a3ccae3d77425951290fe/html5/thumbnails/9.jpg)
9
1H NMR spectra of 5d
15N NMR spectra of 5d
![Page 10: DQGWKH&HQWUH1DWLRQDOGHOD5HFKHUFKH6FLHQWLILTXH N h l a n … · S c h o o l o f C h e m i s t r y & P h y s i c s , U n i v e r s i t y o f K w a Z u l u - N a t a l , D u r b a n](https://reader033.fdocuments.net/reader033/viewer/2022052013/602a3ccae3d77425951290fe/html5/thumbnails/10.jpg)
10
13C NMR spectra of 5d
HRMS spectra of 5d
![Page 11: DQGWKH&HQWUH1DWLRQDOGHOD5HFKHUFKH6FLHQWLILTXH N h l a n … · S c h o o l o f C h e m i s t r y & P h y s i c s , U n i v e r s i t y o f K w a Z u l u - N a t a l , D u r b a n](https://reader033.fdocuments.net/reader033/viewer/2022052013/602a3ccae3d77425951290fe/html5/thumbnails/11.jpg)
11
1H NMR spectra of 5e
15N NMR spectra of 5e
![Page 12: DQGWKH&HQWUH1DWLRQDOGHOD5HFKHUFKH6FLHQWLILTXH N h l a n … · S c h o o l o f C h e m i s t r y & P h y s i c s , U n i v e r s i t y o f K w a Z u l u - N a t a l , D u r b a n](https://reader033.fdocuments.net/reader033/viewer/2022052013/602a3ccae3d77425951290fe/html5/thumbnails/12.jpg)
12
13C NMR spectra of 5e
HRMS spectra of 5e
![Page 13: DQGWKH&HQWUH1DWLRQDOGHOD5HFKHUFKH6FLHQWLILTXH N h l a n … · S c h o o l o f C h e m i s t r y & P h y s i c s , U n i v e r s i t y o f K w a Z u l u - N a t a l , D u r b a n](https://reader033.fdocuments.net/reader033/viewer/2022052013/602a3ccae3d77425951290fe/html5/thumbnails/13.jpg)
13
1H NMR spectra of 5f
15N NMR spectra of 5f
![Page 14: DQGWKH&HQWUH1DWLRQDOGHOD5HFKHUFKH6FLHQWLILTXH N h l a n … · S c h o o l o f C h e m i s t r y & P h y s i c s , U n i v e r s i t y o f K w a Z u l u - N a t a l , D u r b a n](https://reader033.fdocuments.net/reader033/viewer/2022052013/602a3ccae3d77425951290fe/html5/thumbnails/14.jpg)
14
13C NMR spectra of 5f
HRMS spectra of 5f
![Page 15: DQGWKH&HQWUH1DWLRQDOGHOD5HFKHUFKH6FLHQWLILTXH N h l a n … · S c h o o l o f C h e m i s t r y & P h y s i c s , U n i v e r s i t y o f K w a Z u l u - N a t a l , D u r b a n](https://reader033.fdocuments.net/reader033/viewer/2022052013/602a3ccae3d77425951290fe/html5/thumbnails/15.jpg)
15
1H NMR spectra of 5g
15N NMR spectra of 5g
![Page 16: DQGWKH&HQWUH1DWLRQDOGHOD5HFKHUFKH6FLHQWLILTXH N h l a n … · S c h o o l o f C h e m i s t r y & P h y s i c s , U n i v e r s i t y o f K w a Z u l u - N a t a l , D u r b a n](https://reader033.fdocuments.net/reader033/viewer/2022052013/602a3ccae3d77425951290fe/html5/thumbnails/16.jpg)
16
13C NMR spectra of 5g
HRMS spectra of 5g
![Page 17: DQGWKH&HQWUH1DWLRQDOGHOD5HFKHUFKH6FLHQWLILTXH N h l a n … · S c h o o l o f C h e m i s t r y & P h y s i c s , U n i v e r s i t y o f K w a Z u l u - N a t a l , D u r b a n](https://reader033.fdocuments.net/reader033/viewer/2022052013/602a3ccae3d77425951290fe/html5/thumbnails/17.jpg)
17
1H NMR spectra of 5h
15N NMR spectra of 5h
![Page 18: DQGWKH&HQWUH1DWLRQDOGHOD5HFKHUFKH6FLHQWLILTXH N h l a n … · S c h o o l o f C h e m i s t r y & P h y s i c s , U n i v e r s i t y o f K w a Z u l u - N a t a l , D u r b a n](https://reader033.fdocuments.net/reader033/viewer/2022052013/602a3ccae3d77425951290fe/html5/thumbnails/18.jpg)
18
13C NMR spectra of 5h
HRMS spectra of 5h
![Page 19: DQGWKH&HQWUH1DWLRQDOGHOD5HFKHUFKH6FLHQWLILTXH N h l a n … · S c h o o l o f C h e m i s t r y & P h y s i c s , U n i v e r s i t y o f K w a Z u l u - N a t a l , D u r b a n](https://reader033.fdocuments.net/reader033/viewer/2022052013/602a3ccae3d77425951290fe/html5/thumbnails/19.jpg)
19
1H NMR spectra of 5i
15N NMR spectra of 5i
![Page 20: DQGWKH&HQWUH1DWLRQDOGHOD5HFKHUFKH6FLHQWLILTXH N h l a n … · S c h o o l o f C h e m i s t r y & P h y s i c s , U n i v e r s i t y o f K w a Z u l u - N a t a l , D u r b a n](https://reader033.fdocuments.net/reader033/viewer/2022052013/602a3ccae3d77425951290fe/html5/thumbnails/20.jpg)
20
13C NMR spectra of 5i
HRMS spectra of 5i
![Page 21: DQGWKH&HQWUH1DWLRQDOGHOD5HFKHUFKH6FLHQWLILTXH N h l a n … · S c h o o l o f C h e m i s t r y & P h y s i c s , U n i v e r s i t y o f K w a Z u l u - N a t a l , D u r b a n](https://reader033.fdocuments.net/reader033/viewer/2022052013/602a3ccae3d77425951290fe/html5/thumbnails/21.jpg)
21
1H NMR spectra of 5j
15N NMR spectra of 5j
![Page 22: DQGWKH&HQWUH1DWLRQDOGHOD5HFKHUFKH6FLHQWLILTXH N h l a n … · S c h o o l o f C h e m i s t r y & P h y s i c s , U n i v e r s i t y o f K w a Z u l u - N a t a l , D u r b a n](https://reader033.fdocuments.net/reader033/viewer/2022052013/602a3ccae3d77425951290fe/html5/thumbnails/22.jpg)
22
13C NMR spectra of 5j
HRMS spectra of 5j
![Page 23: DQGWKH&HQWUH1DWLRQDOGHOD5HFKHUFKH6FLHQWLILTXH N h l a n … · S c h o o l o f C h e m i s t r y & P h y s i c s , U n i v e r s i t y o f K w a Z u l u - N a t a l , D u r b a n](https://reader033.fdocuments.net/reader033/viewer/2022052013/602a3ccae3d77425951290fe/html5/thumbnails/23.jpg)
23
1H NMR spectra of 5k
15N NMR spectra of 5k
![Page 24: DQGWKH&HQWUH1DWLRQDOGHOD5HFKHUFKH6FLHQWLILTXH N h l a n … · S c h o o l o f C h e m i s t r y & P h y s i c s , U n i v e r s i t y o f K w a Z u l u - N a t a l , D u r b a n](https://reader033.fdocuments.net/reader033/viewer/2022052013/602a3ccae3d77425951290fe/html5/thumbnails/24.jpg)
24
13C NMR spectra of 5k
HRMS spectra of 5k