Thia‐calix[n]pyridines, Synthesis and Coordination to Cu(I,II) Ions with both N and S Donor Atoms.

Abstract

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Heterocalixarenes and Calixnaphthalenes

“…133 A version of this compound with the nitrogen atoms on the outside of the macrocycle (Figure 5.56c) has also been reported. 135 Both nitrogen and sulfur atoms can participate in metal binding, for instance when crystallised from dichloromethane the cyclic trimer can form a 2 : 2 complex with copper(I), as shown in Figure 5.57b. Using a one-pot reaction the cyclic trimers, tetramers and hexameres were prepared in yields of 40%, 8% and 4% respectively and separated.…”

Synthesis, Structure, and Characterization of Thiacalix[4]-2,8-thianthrene

“…Hence, thiacalixarenes show potential as highly useful molecular skeletons for porous molecular recognition materials [ 48 ]. Furthermore, a new breed of calixarene derivatives built with aromatic heterocycles, e.g., thiophene [ 49 , 50 , 51 ], dithienothiophene [ 52 ], pyridine [ 53 , 54 , 55 , 56 ], pyrimidine [ 57 ], and triazine [ 58 ], have been synthesized. These derivatives have attracted much attention due to their proper inclusiveness, electrochemical properties, and molecular geometries based on the introduction of heteroatoms.…”

Tripodal S-Ligand Complexes of Copper(I) as Catalysts for Alkene Aziridination, Sulfide Sulfimidation, and C–H Amination

“…Noticing that iron–sulfur clusters rank with iron–porphyrin-containing biological prosthetic groups in pervasive occurrence and multiplicity of function, together with the active site of aconitase which can be considered to contain a catalytically active metal center chelated by a cuboidal Fe 3 S 4 cluster in κ 3 -S,S,S coordination mode, we paid attention to metal complexes of chelating S-ligands. In the literature, studies on nitrene transfer by metal catalysts bearing S-ligands are rare. , Conry and co-workers reported copper-catalyzed aziridination of alkenes using a macrocyclic S 3 ligand (1,4,7-trithiacyclononane), which gave aziridine in ∼57% yield, substantially lower than the aziridine yield of up to 90% obtained using macrocyclic NS 2 (1-aza-4,8-dithia-cyclodecanes) ligands. Sulfimidation of sulfides and amination of C–H bonds via nitrene transfer using S-ligated metal catalysts, to the best of our knowledge, have hitherto not been reported.…”