2,3,4,5,6-Pentafluoro-<i>trans</i>-cinnamic acid

Navarrete, Angélica; Somanathan, Ratnasamy; Aguirre, Gerardo

doi:10.1107/s1600536813024513

Cited by 2 publications

(1 citation statement)

References 5 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…range for various cinnamic acid derivatives 94 that is very close to the average distances, which can be measured among covalently bonded atoms. Due to the strength of these bonds, almost every cinnamic acid derivative forms dimers in the solid state uniformly 95 , and the cyclic dimers will stay together either in aprotic solvent 82 or sometimes in the gas phase 96 as well.…”

Section: A First-order Hydrogen Bonds Between Cinnamic Acidssupporting

confidence: 71%

Stereoselective synthesis and self-assembling capabilities of heterocyclic cinnamic acids

Csankó¹

View full text Add to dashboard Cite

E32F − E-3-(2-furyl)propenoic acid E32T − E-3-(2-thienyl)propenoic acid E32S − E-3-(2-selenienyl)propenoic acid E33P − E-3-(3-pyridyl)propenoic acid E23T33T-E-2-(3-thienyl)-3-(3-thienyl)propenoic acid Z2Ph33P-Z-2-phenyl-3-(3-pyridyl)propenoic acid Z − "Z" instead of "E" before the shorthand names of the materials listed above, means the Z isomer M − at the end of the shorthand names of the materials listed above, means the individual monomer

show abstract

Section: A First-order Hydrogen Bonds Between Cinnamic Acidssupporting

confidence: 71%

Stereoselective synthesis and self-assembling capabilities of heterocyclic cinnamic acids

Csankó¹

View full text Add to dashboard Cite

show abstract

Monitoring photo-induced transformations in crystals of 2,6-difluorocinnamic acid under ambient conditions

et al. 2016

View full text Add to dashboard Cite

Several conditions need to be fulfilled for a photochemical reaction to proceed in crystals. Some of these conditions, for example, geometrical conditions, depend on the particular type of photochemical reaction, but the rest are common for all reactions. The mutual directionality of two neighbouring molecules determines the kind of product obtained. The influence of temperature on the probability of a photochemical reaction occurring varies for different types of photochemical reaction and different compounds. High pressure imposed on crystals also has a big influence on the free space and the reaction cavity. The wavelength of the applied UV light is another factor which can initiate a reaction and sometimes determine the structure of a product. It is possible, to a certain degree, to control the packing of molecules in stacks by using fluoro substituents on benzene rings. The crystal and molecular structure of 2,6-difluorocinnamic acid [systematic name: 3-(2,6-difluorophenyl)prop-2-enoic acid], C9H6F2O2, (I), was determined and analysed in terms of a photochemical [2 + 2] dimerization. The molecules are arranged in stacks along the a axis and the values of the intermolecular geometrical parameters indicate that they may undergo this photochemical reaction. The reaction was carried out in situ and the changes of the unit-cell parameters during crystal irradiation by a UV beam were monitored. The values of the unit-cell parameters change in a different manner, viz. cell length a after an initial increase starts to decrease, b after a decrease starts to increase, c increases and the unit-cell volume V after a certain increase starts to decrease. The structure of a partially reacted crystal, i.e. containing both the reactant and the product, namely 2,6-difluorocinnamic acid-3,4-bis(2,6-difluorophenyl)cyclobutane-1,2-dicarboxylic acid (0.858/0.071), 0.858C9H6F2O2·0.071C18H12F4O4, obtained in situ, is also presented. The powder of compound (I) was irradiated with UV light and afterwards crystallized [as 3,4-bis(2,6-difluorophenyl)cyclobutane-1,2-dicarboxylic acid toluene hemisolvate, C18H12F4O4·0.5C7H8] in a space group different from that of the crystal containing the in-situ dimer.

show abstract

2,3,4,5,6-Pentafluoro-trans-cinnamic acid

Cited by 2 publications

References 5 publications

Stereoselective synthesis and self-assembling capabilities of heterocyclic cinnamic acids

Stereoselective synthesis and self-assembling capabilities of heterocyclic cinnamic acids

Monitoring photo-induced transformations in crystals of 2,6-difluorocinnamic acid under ambient conditions

Contact Info

Product

Resources

About