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Reactivity of Functionalized Ynamides with Tetracyanoethylene: Scope, Limitations and Optoelectronic Properties of the Adducts
- Source :
- Chemistry-An Asian Journal, Chemistry-An Asian Journal, Wiley-VCH Verlag, 2017, 12 (12), pp.1338-1346. ⟨10.1002/asia.201700353⟩, Chemistry-An Asian Journal, 2017, 12 (12), pp.1338-1346. ⟨10.1002/asia.201700353⟩
- Publication Year :
- 2017
- Publisher :
- Wiley, 2017.
-
Abstract
- The reactivity of functionalized ynamides and arylynamines with tetracyanoethylene at room temperature was evaluated. In most cases, the corresponding 1,1,4,4-tetracyanobutadienes (TCBDs) were obtained in good to excellent yields through a [2+2]-cycloaddition/[2+2]-retro-electrocyclization sequence. The influence of diverse functional groups on the yield of the reaction was investigated, in particular concerning multiple ynamides. These TCBDs were characterized by various spectroscopic techniques and electrochemistry and X-ray diffraction in some cases.
- Subjects :
- [PHYS]Physics [physics]
optoelectronics
[CHIM.ORGA]Chemical Sciences/Organic chemistry
010405 organic chemistry
Chemistry
Organic Chemistry
General Chemistry
Tetracyanoethylene
010402 general chemistry
Electrochemistry
Photochemistry
01 natural sciences
Biochemistry
Combinatorial chemistry
Cycloaddition
0104 chemical sciences
Adduct
chemistry.chemical_compound
Yield (chemistry)
dienes
ynamides
retro reactions
Reactivity (chemistry)
ComputingMilieux_MISCELLANEOUS
Subjects
Details
- ISSN :
- 18614728 and 1861471X
- Volume :
- 12
- Database :
- OpenAIRE
- Journal :
- Chemistry - An Asian Journal
- Accession number :
- edsair.doi.dedup.....3c56b5bd3287c15ec1f05edf4f905d34