Monzani, Enrico’s team published research in Inorganic Chemistry in 37 | CAS: 4760-35-4

Inorganic Chemistry published new progress about 4760-35-4. 4760-35-4 belongs to imidazoles-derivatives, auxiliary class Chloride,Benzimidazole, name is 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, and the molecular formula is C9H9ClN2, Synthetic Route of 4760-35-4.

Monzani, Enrico published the artcileTyrosinase Models. Synthesis, Structure, Catechol Oxidase Activity, and Phenol Monooxygenase Activity of a Dinuclear Copper Complex Derived from a Triamino Pentabenzimidazole Ligand, Synthetic Route of 4760-35-4, the publication is Inorganic Chemistry (1998), 37(3), 553-562, database is CAplus and MEDLINE.

The dicopper(II) complex with the ligand N,N,N’,N’,N”-pentakis[(1-methyl-2-benzimidazolyl)methyl]dipropylenetriamine (I; LB5) was synthesized and structurally characterized. The small size and the quality of the single crystal required that data be collected using synchrotron radiation at 276 K. [Cu2(LB5)(H2O)2][ClO4]4: platelet shaped, space group P1̅, a 11.028, b 17.915, c 20.745 Å, α 107.44, β 101.56, γ 104.89°, Z = 2; number of unique data, I ≥ 2σ(I) = 3447; number of refined parameters = 428; R = 0.12. The ligand binds the two coppers nonsym.; Cu1 is coordinated through five N donors and Cu2 through the remaining three N donors, while two H2O mols. complete the coordination sphere. Cu1 has distorted TBP geometry, while Cu2 has distorted SP geometry. Voltammetric experiments show quasi-reversible reductions at the two Cu centers, with redox potential higher for the CuN3 center (0.40 V) and lower for the CuN5 center (0.17 V). The complex binds azide in the terminal mode at the CuN3 center with affinity lower than that exhibited by related dinuclear polyaminobenzimidazole complexes where this ligand is bound in the bridging mode. The catechol oxidase activity of [Cu2(LB5)]4+ was examined in comparison with that exhibited by [Cu2(L-55)]4+ (L-55 = α,α’-bis{bis[(1-methyl-2-benzimidazolyl)methyl]amino}-m-xylene) and [Cu2(L-66)]4+ (L-66 = α,α’-bis{bis[2-(1-methyl-2-benzimidazolyl)ethyl]amino}-m-xylene) by studying the catalytic oxidation of 3,5-di-tert-butylcatechol in MeOH/aqueous buffer pH 5.1. Kinetic experiments show that [Cu2(L-55)]4+ is the most efficient catalyst (rate constant 140 M-1 s-1), followed by [Cu2(LB5)]4+ (60 M-1 s-1), in this oxidation, while [Cu2(L-66)]4+ undergoes an extremely fast stoichiometric phase followed by a slow and substrate-concentration-independent catalytic phase. The catalytic activity of [Cu2(L-66)]4+, however, is strongly promoted by H2O2, because this oxidant allows a fast reoxidation of the dicopper(I) complex during turnover. The activity of [Cu2(LB5)]4+ is also promoted by H2O2, while that of [Cu2(L-55)]4+ is little affected. The phenol monooxygenase activity of [Cu2(LB5)]2+ was compared with that of [Cu2(L-55)]2+ and [Cu2(L-66)]2+ by studying the ortho hydroxylation of Me 4-hydroxybenzoate to give Me 3,4-dihydroxybenzoate. The LB5 complex is much more selective than the other complexes since its reaction produces only catechol, while the main product obtained with the other complexes is an addition product containing a phenol residue condensed at ring position 2 of the catechol.

Inorganic Chemistry published new progress about 4760-35-4. 4760-35-4 belongs to imidazoles-derivatives, auxiliary class Chloride,Benzimidazole, name is 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, and the molecular formula is C9H9ClN2, Synthetic Route of 4760-35-4.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem