33613-52-4Relevant academic research and scientific papers
Synthesis of 1-alkynyl(diphenyl)onium salts of group 16 elements via heteroatom transfer reaction of 1-alkynyl(phenyl)-λ3-iodanes
Ochiai, Masahito,Nagaoka, Takema,Sueda, Takuya,Yan, Jie,Chen, Da-Wei,Miyamoto, Kazunori
, p. 1517 - 1521 (2007/10/03)
1-Alkynyl(phenyl)-λ3-iodanes undergo selective transfer of the alkynyl groups over the phenyl group onto diphenyl chalcogens. Exposure of 1-alkynyl(phenyl)-λ3-iodanes to diphenyl chalcogens (S, Se, and Te) in dichloromethane or 1,2-d
Vinyl sulfonium as novel proteolytic enzyme inhibitor
Zhao, Gang,Zhou, Zhaohui S
, p. 2331 - 2335 (2007/10/03)
Vinyl sulfoniums were synthesized from vinyl sulfides by methylation, and inhibited the proteolytic enzyme papain. Inhibition studies suggest a mechanism by which the vinyl sulfonium inhibitor covalently and irreversibly modifies the enzyme.
Correlations of pKlgMe with Reduction Potentials
Fountain,Patel, Kamlesh D.,Dunkin, Timothy W.,Powers, Janette A.,Van Galen, Dean A.
, p. 853 - 856 (2007/10/03)
The quantitative indices for the ability of leaving groups to depart from C atoms are pKlgMe. In the cases of methyl transfers from arenesulfonates, these parameters have correlated a large number of nucleophilic data. A new scale of these parameters has been defined from methyl transfer data between phenylmethyl thioethers. The pKlgMe data from both sets of compounds correlated with both experimental E1/2 values and ELUMO values from computational chemistry. These correlations support the SCM model of Shaik et al. which requires the leaving group to display some SET character in an SN2 transition state.
Biomimetic catalysis of SN2 reactions through cation-π interactions. The role of polarizability in catalysis
McCurdy, Alison,Jimenez, Leslie,Stauffer, David A.,Dougherty, Dennis A.
, p. 10314 - 10321 (2007/10/02)
Cyclophane hosts 1 and 2 have been shown to be effective catalysts for both the alkylation of quinoline structures to produce quinolinium salts and the dealkylation of sulfonium salts to produce sulfides. Thus, reactions that develop positive charge in the transition state and reactions that destroy positive charge are accelerated. The former observation is not surprising, given the well-documented ability of these hosts to bind cations through the cation-π interaction. The catalysis of the dealkylation reactions, however, along with several other observations, suggests that some other factor is involved in the catalysis. It is proposed that the high polarizability of the transition states is well matched to the very polarizable hosts and that this contributes to the catalysis.
