944458-58-6Relevant academic research and scientific papers
Remarkable activation of an alkyne [2+2+2]-cycloaddition catalyst, 2-iminomethylpyridine (dipimp)/CoClmiddot;6H/Zn, by a phthalate additive
Sugiyama, Yu-Ki,Kariwa, Takuma,Sakurada, Tetsuya,Okamoto, Sentaro
, p. 2549 - 2553 (2012)
A catalyst for alkyne [2+2+2]-cycloaddition reactions, 2-(2,6- diisopropylphenyl)iminomethylpyridine (dipimp)/CoClmiddot;6H/Zn, can be effectively activated by addition of a catalytic amount of dialkyl phthalate to enable reactions that cannot proceed under unactivated conditions. The activation by adding phthalate was ligand- and solvent-dependent, and it was unique to dipimp and N-methyl-2-pyrrolidone (NMP). With use of diphosphine ligand instead of dipimp or with use of tetrahydrofuran (THF) instead of NMP, no activation by a phthalate additive was observed. This simple method of catalyst activation with use of inexpensive, commercially available compounds is highly practical and may find many applications. Georg Thieme Verlag Stuttgart · New York.
PROCESS FOR PRODUCTION OF SUBSTITUTED BENZENE
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Page/Page column 36, (2010/07/08)
Disclosed is a process for production of a substituted benzene, which comprises intramolecularly and/or intermolecularly trimerizing a triple bond in an alkyne in the presence of a transition metal catalyst to yield a substituted benzene compound. In the process, the transition metal catalyst is prepared from an iminomethylpyridine represented by the formula (1) or (2), a transition metal salt or a hydrate thereof, and a reducing agent in a reaction system and is used to perform the trimerization. The process can be used in any one of the intramolecular cyclization of a triyne compound, the cyclization of a diyne compound or an alkyne compound and the intermolecular cyclization of three molecules of an alkyne compound, is excellent in economic effectiveness and operability, and is practically advantageous. wherein R1 and R3 independently represent a linear or cyclic C1-C20 aliphatic hydrocarbon group or the like; R2 represents a hydrogen atom or the like; X represents a hydrogen atom, O or the like; and Y represents O, S or the like.
Efficient activation of 2-iminomethylpyridine/cobalt-based alkyne [2+2+2] cycloaddition catalyst by addition of a silver salt
Goswami, Avijit,Ito, Taichi,Okamoto, Sentaro
, p. 2368 - 2374 (2008/09/19)
The addition of silver triflate (AgOTf) or silver hexafluoroantimonate (AgSbF6) significantly increased the activity of the 2-(arylimino)methylpyridine/cobalt(II) chloride hexahydrate (CoCl 2·6O H2O)/zinc catalyst in alkyne cyclotrimerizations thereby accelerating the reaction and enabling the use of unactivated, simple internal alkynes as the monoyne substrate : The rate of reaction was found to be highly dependent on the nature of the counter anion (X-) and the ligand (L) in the postulated cationic cobalt(I) complex [LCo(I)]+X-.
