Cyclic dimers of tetrafluorobutatriene

@article{Ehm2011CyclicDO,
  title={Cyclic dimers of tetrafluorobutatriene},
  author={C. Ehm and D. Lentz},
  journal={Theoretical Chemistry Accounts},
  year={2011},
  volume={129},
  pages={507-515}
}
Abstract1,1,4,4-Tetrafluorobutatriene polymerizes even at −78 °C within a short time yielding a red insoluble polymer. Possible closed-shell cyclic dimers and oligomers resulting from several reaction paths were analyzed by computational methods—with CCSDT/cc-pVTZ as the highest order calculation and several other calculations of lower level. For a better understanding of fluorination effects, the perhydrogen triene dimers were included in this study. The destabilization of the central… Expand
Synthesis of Organo-fluorine Compounds by Metal Complex-mediated and -Catalyzed Transformations of Fluoro-alkenes and Fluoro-arenes
.......................................................................................................................................... ii AcknowledgementsExpand

References

SHOWING 1-10 OF 38 REFERENCES
Partially fluorinated butatrienes: a coupled cluster study.
  • C. Ehm, D. Lentz
  • Chemistry, Medicine
  • The journal of physical chemistry. A
  • 2010
TLDR
Within the triple fluorinated system and unprecedented for all discussed molecules, 1,1,4-trifluoro-but-1-en-3-yne represents the only molecule fluorinated at the acetylenic center that is more stable than its triene isomer. Expand
First identification of biradicals during thermal [2π + 2π] cyclopolymerization of trifluorovinyl aromatic ethers
The thermal cyclopolymerization of three trifluorovinyl aromatic ether monomers 1,1,1-tris (4-trifluorovinyloxyphenyl)ethane (1), 4,4′-bis(4-trifluorovinyloxy)biphenyl (2) andExpand
1,5-Cyclooctadiyne. Preparation and Reactivity
1,5-Cyclooctadiyne 1 was isolated in 2 percent yield from polymerized butatriene 5. Other oligomers of 5 were detected in the reaction mixture by combined GLC./MS. analysis but have not beenExpand
Experimental charge density of octafluoro-1,2-dimethylenecyclobutane: atomic volumes and charges in a perfluorinated hydrocarbon.
Octafluoro-1,2-dimethylenecyclobutane, mp. 238 K, was crystallized in situ on a SMART 1000-CCD diffractometer, and high order X-ray diffraction data were collected at 100 K for a charge densityExpand
Synthesis of fluorinated dienes by palladium-catalyzed coupling reactions.
The synthesis of partly fluorinated 1,3- and 1,4-dienes by palladium-catalyzed coupling makes these compounds available on the laboratory scale. Several catalyst systems were tested to maximize theExpand
Cyclobutadiene: the antiaromatic paradigm?
  • T. Bally
  • Chemistry, Medicine
  • Angewandte Chemie
  • 2006
TLDR
The first direct and reasonably accurate determination of the enthalpy of formation of CBD has been achieved, and one of the issues of the continuing debate is to what extent this affects the properties that are associated with (anti)aromaticity. Expand
Problematic Energy Differences between Cumulenes and Poly-ynes: Does This Point to a Systematic Improvement of Density Functional Theory?
Relative energetics of the C3H4 (allene (1) and propyne (2)), C5H4 (penta-1,2,3,4-tetraene (3) and penta-1,3-diyne (4)), and C7H4 (hepta-1,2,3,4,5,6-hexaene (5) and hepta-1,3,5-triyne (6)) cumuleneExpand
Catalytic enantioselective Diels--Alder reactions: methods, mechanistic fundamentals, pathways, and applications.
  • E. Corey
  • Chemistry, Medicine
  • Angewandte Chemie
  • 2002
TLDR
Research by this group on the development and understanding of enantioselective versions of the Diels-Alder reactions is described, based on presentations given first at the University of Cologne, Germany, then at the Roger Adams Award Symposium, and later at the Bürgenstock Conference of 2001. Expand
Assessment of density functionals for pi systems: Energy differences between cumulenes and poly-ynes; proton affinities, bond length alternation, and torsional potentials of conjugated polyenes; and proton affinities of conjugated Shiff bases.
TLDR
This work shows that the recent M05 density functional predicts the correct ordering of allene and propyne and gives a mean unsigned error (MUE) of only 1.8 kcal/mol, and concludes that significant progress is being made in improving the performance of DFT across a wide range of problem types. Expand
The Diels--Alder reaction in total synthesis.
The Diels-Alder reaction has both enabled and shaped the art and science of total synthesis over the last few decades to an extent which, arguably, has yet to be eclipsed by any other transformationExpand
...
1
2
3
4
...