Investigations into the Coordination Chemistry of 1,3-Bis(2’-benzimidazolyl­imino)isoindoline

Abstract

The N,N,N-tridentate ligand, 1,3-bis(2'-benzimidazolylimino)isoindoline (1)

Mimicking the Cu Active Site of Lytic Polysaccharide Monooxygenase Using Monoanionic Tridentate N-Donor Ligands

“…The solid-state structures resemble those of other Cu(II)-acetate complexes supported by tridentate ligands. 43,46,54,57,59,63,66,69,87,88 The Cu−N distances found for L 1 CuOAc and L 2 CuOAc are all similar to previously published structures, and the Cu−O2 bond lengths of 1.920 and 1.9492 Å are within the range of the known Cu− O(proximal)OCH 3 bond lengths (1.92−2.08 Å). The Cu− O(distal)OCH 3 lengths of 2.611(5) and 2.3310 (19) Å are also within or very similar to the range found for the previously reported similar Cu(II)−acetate structures (2.37−2.85 Å).…”

“…Ultimately, however, our efforts to generate reactive copper–oxygen species were thwarted. Nonetheless, the fundamental advances in coordination chemistry we describe through the development of new ligands and complexes provides a foundation for future work, as literature examples of Cu complexes with monoanionic N,N′,N′′ ligands employing a central anionic group are fairly limited. − We are hopeful that further modifications of the scaffolds we have studied here could yield future successes with copper–oxygen chemistry.…”

Isoindoline-derived ligands and applications

“…22,34,62,64,66 Cobalt and nickel complexes of the title ligands are fairly rare although they have been used multiple times in the oxidation, hydroxylation of hydrocarbons (see also chapter 4.2.). Compared to manganese, iron also has the affinity to form a broad scale of oxygen adducts.…”

“…Hereaer, less surprisingly Fe(R 0 -BPI) x (x ¼ 1,2) are likely to be applied and tested as enzyme models. 22,34,62,64,66 Cobalt and nickel complexes of the title ligands are fairly rare although they have been used multiple times in the oxidation, hydroxylation of hydrocarbons (see also chapter 4.2.). 60,61 The "pincer" shape is also an optimal platform for enantioselective catalytic reactions.…”

1,3-Diylideneisoindolines: Synthesis, Structure, Redox, and Optical Properties

“…1,3-Diiminoisoindoline (DII, Scheme ) has long been an important reagent for the synthesis of chelates and chromophores. − First introduced by Linstead in early 1950s and produced by the reaction of ammonia with phthalonitrile, DII can be used to synthesize phthalocyanines as well the hemiporphyrazines, bis­(arylimino)­isoindoline chelates, and related chromophores. − One of the most common types of reactivity observed with DII is the formation of Schiff bases upon exposure to primary amines, which is exemplified in the hemiporphyrazines and bis­(arylimino)­indoline ligands. However, the DII unit can potentially undergo a variety of chemical reactions to potentiate its use as a building block for a variety of structural motifs.…”