Synthesis of New Dibenzosulfide and Dibenzosulfoxide Macrocyclic Compounds

Binaphthyl-based macromolecules: a review

“…In our previous studies we reported the synthesis of dibenzosulfide and dibenzosulfoxides aza macrocycles as metal cations receptors. 109,142,143 According to the inhibitor effects of some of these macrocycles in biological studies 144 and previously mentioned application of S-BINOL-based podand 3.47 containing amide groups in the determination of Ag + , Hg 2+ , Cr 3+ , Pb 2+ , and Ni 2+ cations, 110 we were encouraged to synthesize various S-BINOL aza macrocycles 3.61-3.67 and carry out the complexation studies. 145 In order to have a clue about the selectivity of the synthesized macrocycles, we also reported the conductance study of complexation of several different metal ions with 3.66 in methanol solution.…”

Synthesis of New Aza Macrocyclic Diamides 2,2′‐Diaminodiphenyl Sulfide Using Crab‐Like Method

“…Izatt and coworkers have used their methodology with appropriate dithiols in the presence of sodium or cesium carbonate to prepare the macrocycles in yields of about 40% . These macrocycles were also synthesized by forming two C—N bonds in the ring closure step in which diacylation of diamines using diacid dichlorids [15,16a,b, diisocyanates , or diesters [16b,c,18 were used as diacylation agents. Aza thia macrocycles were also prepared by the interaction of disodium salts of N , N ′‐ditosyl‐bis‐(2‐aminoethyl)sulfide with polyethylene glycol ditosylates or a per‐ N ‐tosyl di‐thia tetramine with 1,2‐ethanediyl ditosylate using cesium carbonate in DMF .…”

“…We have previously prepared a series of macrocyclic compounds based on dibenzosulfide, dinaphthosulfide containing hydroxyl phenolic groups and studied their metal ion complexations . In this work, we wish to report the synthesis of six aza‐thia and oxa macrocycles (4–8) using the reaction of BCADPS (3) as crab‐like condensing reagent with different diamines (a–e) (Scheme ) and the synthesis of cryptand (9) as the only [1 + 2] condensation product.…”

Synthesis of New Multibenzo Oxygen–Sulfur Donor Macrocycles Containing Lactams at Room Temperature

“…15,16 In this article, we report the synthesis of series of new multibenzooxathia macrocyclic amides. For this purpose, 2,2 -thiobis-[4-methyl(2-aminophenoxy)phenyl ether] (1) 17 was reacted with dicarboxylic acid dichlorides in dry CH 2 Cl 2 solvent at ambient conditions, which afforded new multibenzo oxygen-sulfur donor macrocycles containing lactams.…”

“…SHOCKRAVI ET AL. 15] diazacycloheptadecin-11,14-(10H,15H)-dione (4). This compound was purified by column chromatography on silica gel using hexane:EtOAc (5:1) as eluent to afford a white solid product, mp 242-244 • C; IR (potassium bromide): 3418, 3349, 2944, 2926, 1682 …”