A new approach for the synthesis of 3,4-dihydropyrano[c]chromenes and biscoumarins using {[2,2’-BPyH][C(CN)3]2} as a bifunctional nanostructured ionic liquid catalyst
[2,2'-Bipyridine]-1,1'-diium tricyanomethanide {[2,2'-BPyH][C(CN)3]2} as a bifunctional nanostructured ionic liquid catalyst (0.5 mol%) was used for the synthesis of 3,4-dihydropyrano[c]chromenes (14 examples) under solvent-free condition at room temperature in high yield (82-91%) and...
Main Authors: | , , |
---|---|
Format: | Article |
Language: | English |
Published: |
Iranian Chemical Society
2018-12-01
|
Series: | Nanochemistry Research |
Subjects: | |
Online Access: | http://www.nanochemres.org/article_81107_59c8167b715c5778a16623f07db59e38.pdf |
id |
doaj-fb5172f5adb14b2286f77d00c7b281c7 |
---|---|
record_format |
Article |
spelling |
doaj-fb5172f5adb14b2286f77d00c7b281c72021-02-17T13:29:34ZengIranian Chemical SocietyNanochemistry Research2538-42792423-818X2018-12-013217017710.22036/ncr.2018.02.00681107A new approach for the synthesis of 3,4-dihydropyrano[c]chromenes and biscoumarins using {[2,2’-BPyH][C(CN)3]2} as a bifunctional nanostructured ionic liquid catalystNavid Mansouri0Saeed Baghery1Mohammad Ali Zolfigol2Department of Organic Chemistry, Faculty of Chemistry, Bu-Ali Sina University, Hamedan, IranDepartment of Organic Chemistry, Faculty of Chemistry, Bu-Ali Sina University, Hamedan, IranDepartment of Organic Chemistry, Faculty of Chemistry, Bu-Ali Sina University, Hamedan, Iran[2,2'-Bipyridine]-1,1'-diium tricyanomethanide {[2,2'-BPyH][C(CN)3]2} as a bifunctional nanostructured ionic liquid catalyst (0.5 mol%) was used for the synthesis of 3,4-dihydropyrano[c]chromenes (14 examples) under solvent-free condition at room temperature in high yield (82-91%) and short reaction time. In addition, the described ionic liquid catalyst was also applied for the synthesis of biscoumarins (8 examples) under the same reaction condition in good yield (87-91%) and short reaction time. The {[2,2'-BPyH][C(CN)3]2} was attained by the reaction of 2,2'-Bipyridine (5 mmol) and 5 mL an aqueous solution of tricyanomethane (5 mmol) at room temperature for 3 hours. The {[2,2'-BPyH][C(CN)3]2} was obtained with high purity that was approved by FTIR, 1H NMR, 13C NMR, mass, TG, DTA, XRD, SEM, TEM analysis and melting-point determination. The catalyst was recovered in excellent yield and was used in the revealed reaction 5 times without the need of additional catalyst. The major advantages of the presented procedure are efficient catalysis and good cost efficiency.http://www.nanochemres.org/article_81107_59c8167b715c5778a16623f07db59e38.pdf34-dihydropyrano[c]chromenebiscoumarinionic liquidsolvent-free condition |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Navid Mansouri Saeed Baghery Mohammad Ali Zolfigol |
spellingShingle |
Navid Mansouri Saeed Baghery Mohammad Ali Zolfigol A new approach for the synthesis of 3,4-dihydropyrano[c]chromenes and biscoumarins using {[2,2’-BPyH][C(CN)3]2} as a bifunctional nanostructured ionic liquid catalyst Nanochemistry Research 3 4-dihydropyrano[c]chromene biscoumarin ionic liquid solvent-free condition |
author_facet |
Navid Mansouri Saeed Baghery Mohammad Ali Zolfigol |
author_sort |
Navid Mansouri |
title |
A new approach for the synthesis of 3,4-dihydropyrano[c]chromenes and biscoumarins using {[2,2’-BPyH][C(CN)3]2} as a bifunctional nanostructured ionic liquid catalyst |
title_short |
A new approach for the synthesis of 3,4-dihydropyrano[c]chromenes and biscoumarins using {[2,2’-BPyH][C(CN)3]2} as a bifunctional nanostructured ionic liquid catalyst |
title_full |
A new approach for the synthesis of 3,4-dihydropyrano[c]chromenes and biscoumarins using {[2,2’-BPyH][C(CN)3]2} as a bifunctional nanostructured ionic liquid catalyst |
title_fullStr |
A new approach for the synthesis of 3,4-dihydropyrano[c]chromenes and biscoumarins using {[2,2’-BPyH][C(CN)3]2} as a bifunctional nanostructured ionic liquid catalyst |
title_full_unstemmed |
A new approach for the synthesis of 3,4-dihydropyrano[c]chromenes and biscoumarins using {[2,2’-BPyH][C(CN)3]2} as a bifunctional nanostructured ionic liquid catalyst |
title_sort |
new approach for the synthesis of 3,4-dihydropyrano[c]chromenes and biscoumarins using {[2,2’-bpyh][c(cn)3]2} as a bifunctional nanostructured ionic liquid catalyst |
publisher |
Iranian Chemical Society |
series |
Nanochemistry Research |
issn |
2538-4279 2423-818X |
publishDate |
2018-12-01 |
description |
[2,2'-Bipyridine]-1,1'-diium tricyanomethanide {[2,2'-BPyH][C(CN)3]2} as a bifunctional nanostructured ionic liquid catalyst (0.5 mol%) was used for the synthesis of 3,4-dihydropyrano[c]chromenes (14 examples) under solvent-free condition at room temperature in high yield (82-91%) and short reaction time. In addition, the described ionic liquid catalyst was also applied for the synthesis of biscoumarins (8 examples) under the same reaction condition in good yield (87-91%) and short reaction time. The {[2,2'-BPyH][C(CN)3]2} was attained by the reaction of 2,2'-Bipyridine (5 mmol) and 5 mL an aqueous solution of tricyanomethane (5 mmol) at room temperature for 3 hours. The {[2,2'-BPyH][C(CN)3]2} was obtained with high purity that was approved by FTIR, 1H NMR, 13C NMR, mass, TG, DTA, XRD, SEM, TEM analysis and melting-point determination. The catalyst was recovered in excellent yield and was used in the revealed reaction 5 times without the need of additional catalyst. The major advantages of the presented procedure are efficient catalysis and good cost efficiency. |
topic |
3 4-dihydropyrano[c]chromene biscoumarin ionic liquid solvent-free condition |
url |
http://www.nanochemres.org/article_81107_59c8167b715c5778a16623f07db59e38.pdf |
work_keys_str_mv |
AT navidmansouri anewapproachforthesynthesisof34dihydropyranocchromenesandbiscoumarinsusing22bpyhccn32asabifunctionalnanostructuredionicliquidcatalyst AT saeedbaghery anewapproachforthesynthesisof34dihydropyranocchromenesandbiscoumarinsusing22bpyhccn32asabifunctionalnanostructuredionicliquidcatalyst AT mohammadalizolfigol anewapproachforthesynthesisof34dihydropyranocchromenesandbiscoumarinsusing22bpyhccn32asabifunctionalnanostructuredionicliquidcatalyst AT navidmansouri newapproachforthesynthesisof34dihydropyranocchromenesandbiscoumarinsusing22bpyhccn32asabifunctionalnanostructuredionicliquidcatalyst AT saeedbaghery newapproachforthesynthesisof34dihydropyranocchromenesandbiscoumarinsusing22bpyhccn32asabifunctionalnanostructuredionicliquidcatalyst AT mohammadalizolfigol newapproachforthesynthesisof34dihydropyranocchromenesandbiscoumarinsusing22bpyhccn32asabifunctionalnanostructuredionicliquidcatalyst |
_version_ |
1724265407562383360 |