42824-16-8Relevant articles and documents
Design, characterization and application of new ionic liquid 1-sulfopyridinium chloride as an efficient catalyst for tandem Knoevenagel-Michael reaction of 3-methyl-1-phenyl-1H-pyrazol-5(4H)-one with aldehydes
Moosavi-Zare, Ahmad Reza,Zolfigol, Mohammad Ali,Zarei, Mahmoud,Zare, Abdolkarim,Khakyzadeh, Vahid,Hasaninejad, Alireza
, p. 61 - 68 (2013/09/02)
In this work, novel ionic liquid 1-sulfopyridinium chloride {[Pyridine-SO3H]Cl} is synthesized, and characterized by IR, 1H and 13C NMR, UV as well as mass spectra. The ionic liquid is used as an efficient, homogeneous and reusable catalyst for the synthesis of 4,4′-(arylmethylene)-bis(3-methyl-1-phenyl-1H-pyrazol-5-ol)s by tandem Knoevenagel-Michael reaction of 3-methyl-1-phenyl-1H-pyrazol-5(4H)-one with various aromatic and hetero-aromatic aldehydes under mild reaction conditions.
Bonding in Phosphoryl (-PO32-) and Sulfuryl (-SO3-) Group Transfer between Nitrogen Nucleophiles as Determined from Rate Constants for Identity Reactions
Williams, Andrew
, p. 6335 - 6339 (2007/10/02)
Rate constants have been measured for the bimolecular reactions of pyridines with pyridinium-N-phosphonates (kyxp) and pyridinium-N-sulfonates (kyxs) for aqueous solution at 25 deg C and 0.1 M ionic strength.The Broensted correlations with the pK of the entering or leaving pyridine can be used to calculate the rate constants for reactions where entering and leaving pyridines are identical.The Broensted selectivities of the "identity" rate constants (βi=-0.53 for kxxp and βi=-55 for kxxs) predict tightness parameters (τ) of 0.35 and 0.56 and bond orders (η) of 0.17 and 0.28 for the N-P and N-S bonds in the transition states for the transfer processes.The data are consistent with first-order "Marcus" theory governing the energy surfaces of the reactions and in particular obey the relationship βi=βnuc+βlg predicted by Lewis and Hu.