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High-Yield Formation of Substituted Tetracyanobutadienes from Reaction of Ynamides with Tetracyanoethylene
- Source :
- Chemistry-A European Journal, Chemistry-A European Journal, Wiley-VCH Verlag, 2014, 20 (31), pp.9553-9557. ⟨10.1002/chem.201402653⟩, Chemistry-A European Journal, 2014, 20 (31), pp.9553-9557. ⟨10.1002/chem.201402653⟩
- Publication Year :
- 2014
- Publisher :
- HAL CCSD, 2014.
-
Abstract
- The authors gratefully acknowledge Dr. L. Toupet from Institut de Physique de Rennes for solving X-ray structures, T. C. Nguyen for help in performing DFT calculations and Pr. A. Boucekkine for useful discussions.; International audience; A high-yielding sequence of [2+2] cycloaddition-retroelectrocyclization of ynamides with tetracyanoethylene (TCNE) is described. The reaction provided tetracyanobutadiene (TCBD) species, which were characterized by various techniques. DFT and TD-DFT calculations were also performed to complement experimental findings.
- Subjects :
- [2+2] cycloaddition
tetracyanoethylene
010405 organic chemistry
[CHIM.ORGA]Chemical Sciences/Organic chemistry
Organic Chemistry
General Chemistry
Tetracyanoethylene
010402 general chemistry
Photochemistry
01 natural sciences
Catalysis
0104 chemical sciences
chemistry.chemical_compound
chemistry
Computational chemistry
Yield (chemistry)
ynamides
tetracyanobutadienes
Subjects
Details
- Language :
- English
- ISSN :
- 09476539 and 15213765
- Database :
- OpenAIRE
- Journal :
- Chemistry-A European Journal, Chemistry-A European Journal, Wiley-VCH Verlag, 2014, 20 (31), pp.9553-9557. ⟨10.1002/chem.201402653⟩, Chemistry-A European Journal, 2014, 20 (31), pp.9553-9557. ⟨10.1002/chem.201402653⟩
- Accession number :
- edsair.doi.dedup.....706ab58ec01b82ea58ab23325324007d