Synthetic, redox and coordination chemistry of bis(pentachlorophenyl)boryl ferrocene, FcB(C6Cl5)2

Frustrated Lewis pairs incorporating the bifunctional Lewis acid 1,1′-fc{B(C6F5)2}2: reactivity towards small molecules

“…1,1'-fc(BBr2)2, FcB(C6F5)2 (1), and NHCs (IMes, IDipp, IMesCl2, 6Mes and 6Dipp) were prepared by literature routes. 14,15,36 Syntheses of novel compounds 1,1'-fc{B(C6F5)2}2 (2): To a solution of bromopentafluorobenzene (5.89 mL, 47.5 mmol) in hexane (30 mL) at -78˚C, was added dropwise n BuLi (29.7 mL of a 1.6 M solution, 47.5 mmol) and the mixture stirred at -78˚C for 45 min. CAUTION: LiC6F5 IS KNOWN TO EXPLODE AT TEMPERATURES ABOVE -40 o C. A solution of 1,1'-fc(BBr2)2 (6.10 g, 11.6 mmol) also in hexane (150 mL), was then added dropwise at -78 o C, and the resulting mixture allowed to warm slowly to room temperature over a period of 12 h. After removal of volatiles in vacuo the product was extracted into hot hexane.…”

“…12c With this in mind, a more direct synthesis from LiC6F5 was targeted, drawing on the route which we have previously developed to prepare 1 from FcBBr2 (Scheme 3). 14 The one-pot literature synthesis of bifunctional 1,1'-fc(BBr2)2 from ferrocene and BBr3, 15 is followed by reaction with slightly greater than four equivalents of LiC6F5, generated in situ from n BuLi and C6F5Br. Although LiC6F5 is notoriously explosive above -40 o C, the synthetic protocol that we employ means that [as in the synthesis of Me2Sn(C6F5)2] it never warms above -78 o C, and so can be safely and reproducbly used in the synthesis of 2.…”

Physicochemical characterization of nanobidentate ferrocene‐based Schiff base ligand and its coordination complexes: Antimicrobial, anticancer, density functional theory, and molecular operating environment studies

“…Ferrocene is a highly redox‐active organometallic substance, which has been employed as magnetic, optical, and electrochemical materials. Also, chemical modification through organic synthesis has enabled the synthesis of various ferrocene derivatives and ferrocene‐containing polymers . Ferrocene has a redox center, a π‐conjugated system, and an exclusive electron transferability, which makes it a potential candidate to be used as an electronic mediator in electrochemical and biosensor devices .…”

“…Moreover, its stability, hydrophobicity, nontoxicity, and synthetic convenience have attracted researcher's interest to employ it as a redox‐active group in surfactant systems . Functionalized ferrocenes play diverse roles in modern chemistry, with systems featuring pendant Lewis basic groups acting as donor ligands in various complexes exploited in homogenous catalysis, and those bearing Lewis acidic groups finding applications, for example, in polymer synthesis and in detection/sensing …”

Synthesis, physicochemical characterization, geometric structure and molecular docking of new biologically active ferrocene based Schiff base ligand with transition metal ions

“…Functionalized ferrocenes play diverse roles in modern chemistry, with systems featuring pendant Lewis basic groups acting as donor ligands in various complexes exploited in homogenous catalysis, and those bearing Lewis acidic groups finding applications, for example, in polymer synthesis and in detection/sensing. The latter field exploits cathodic shifts in the redox potential of the Fe(II) centre which can be induced, for example, on coordination of a Lewis base to a transition metal ion . Ferrocene is a highly redox‐active organometallic substance, which has been employed as magnetic, optical, and electrochemical materials.…”