Search results for "Olefination"

showing 2 items of 2 documents

(2-Pyridyl)sulfonyl Groups for ortho -Directing Palladium- Catalyzed Carbon-Halogen Bond Formation at Functionalized Arenes

2017

International audience; We describe an efficient palladium-catalyzed selective C-H ortho-monohalogenation (X=I, Br, Cl, F) of various functionalized (2-pyridyl) aryl-sulfones. ortho-, meta-and para-functionalization is tolerated at the arene group which undergoes C-H halogenation. Some modifications are also possible on the 2-(arylsulfonyl) heteroaryl directing groups. A comparison of the halogenation efficiency suggests that bromination is the practical method of choice, while chlorination and fluorination are possible but more challenging. Under forcing conditions ortho-dihalogenation can also be achieved.

pyridyl sulfonechemistry.chemical_elementelectrophilic fluorinationolefinationphenols010402 general chemistry01 natural sciencesMedicinal chemistryCatalysis[ CHIM.ORGA ] Chemical Sciences/Organic chemistryarene C-H functionalizationhalogenationn-(2-pyridyl)sulfonyl groupOrganic chemistryacidsSulfonylchemistry.chemical_classificationortho-arylationHalogen bond010405 organic chemistryChemistry[CHIM.ORGA]Chemical Sciences/Organic chemistryHalogenationGeneral Chemistryindolespalladiumfluorination0104 chemical sciencesderivativesactivationCarbonprotecting groupPalladium
researchProduct

A Straightforward Electroactive π-Extended Tetrathiafulvalene (exTTF) Building Block

2012

The synthesis and X-ray structure of a new and readily available exTTF derivative (6) bearing a methyltriphenylphosphonium bromide moiety as a new building block for the construction of electroactive molecules is reported. The phosphonium salt 6, which was prepared in one step from 2-hydroxymethyl-exTTF as a stable yellow solid in 84 % yield, efficiently undergoes Wittig olefination reactions with a variety of aldehydes to predominantly form the E isomer. Electronic spectra and cyclic voltammetry of the novel compounds reveal the electronic communication between the electroactive units.

ConjugationOlefinationOrganic ChemistryPhosphonium saltPi interactionSettore CHIM/06 - Chimica OrganicaPhotochemistryFused-ring systemCombinatorial chemistryMaterialchemistry.chemical_compoundchemistryBromideWittig reactionMoietyPi interactionPhysical and Theoretical ChemistryCyclic voltammetryDonor-acceptor systemTetrathiafulvaleneDerivative (chemistry)European Journal of Organic Chemistry
researchProduct