3,3'-((Arylmethylene)bis(4-methoxy-3,1-phenylene)) dipyridine derivatives as convenient ligands for Suzuki–Miyaura chemo- and homoselective cross-coupling reactions

Practical Synthesis of Novel Symmetrical and UnsymmetricalTetrakis(aryl/heteroaryl) Adducts Containing Polyconjugated Linkages

“…In the course of evaluating the efficacy of TRAM‐based N , N ‐bidentate ligands in Pd‐catalysed SMC reactions, It was found that unlike L1 – L3 , these reactions do not efficiently catalyse by ligand L4 bearing a 1‐naphthyl group on the TRAM scaffold (Scheme 1A) [35m] . It was postulated that the steric effects of bulky 1‐naphthyl group to be the reason for this inefficiency.…”

“…The F−C alkylation of o ‐hydroxy bisbenzylic alcohols with aromatic or heteroaromatic arenes under solvent free conditions and indium(III) triflate catalysis has been developed by Mondal et al to achieve the corresponding unsymmetrical TRAMs [34g] . In recent years, a particular interest has been paid to the use of TRAMs as intermediate in organic synthesis [35a–l] or as ligand in catalysis reactions [35m,n] . Although, a number of protocols are available for the syntheses of tetrakis (aryl/heteroaryl) adducts, [35f–l,36] to the best of our knowledge, no report to date addresses the synthesis of their respective analogues containing polyconjugated linkages.…”

Site-selective nucleophilic substitution reactions of pentafluoropyridine with hydroxybenzaldehydes: synthesis of triarylmethanes comprising perfluoropyridine moieties

“…53 4-Alkoxy-tetrafluoropyridins have also been employed as building blocks for the synthesis of macrocyclic rings bearing perfluoropyridine subunits. 54 On the basis and in continuation of our ongoing research on TRAMs, 8,10 g – i ,55 we herein present our findings on the synthesis of a novel series of TRAMs containing perfluoropyridine moieties.…”

“…1,2 Due to their excellent structural and physical properties, TRAMs have been widely used as organic dyes, 3 protecting groups, 4 functional materials, 4 a ,5 fluorescent probes, 6 building blocks in organic synthesis, 2 a ,2 b ,4 a ,7 and as a ligand for catalysis reactions. 8 Hence, a variety of methods have been reported for the effective synthesis of TRAMs. 3 d ,7 a ,7 c ,9 They are typically synthesized via the Friedel–Crafts alkylation reaction of arenes with diarylcarbinols or aromatic aldehydes catalysed by Brønsted acids, 10 Lewis acids, 11 and other species.…”