Dibenzoazepine hydrazine is a building block for N-alkene hybrid ligands: exploratory syntheses of complexes of Cu, Fe, and Li

Grasruck A, Schall K, Heinemann FW, Langer J, Herrera A, Frieß S, Schmid G, Dorta R (2024)

Publication Type: Journal article

Publication year: 2024

Journal

DOI: 10.1039/d4dt00749b

Abstract

The new hydrazine 5H-dibenzo[b,f]azepin-5-amine (2) reacts with P- and Si-electrophiles via deprotonation to afford P(iii)-, P(v)-, and TMS-hydrazides 3-8 and with carbonyl electrophiles via acid-free condensation to the N-substituted hydrazones 9-12 that are potential N-alkene ligands. While β-ketohydrazone 9 and α-dihydrazone 10 react with [Mes(Cu)]4, [Cu(NCCCH3)4]2PF6, and FeCl2(THF)1.5 to afford complexes devoid of alkene interaction, [Cu(OTf)]2·C6H6 reacts with the α-keto hydrazone 11 or with N,N dimethyl-hydrazone 12 to form the neutral dimeric Cu(i) complex 18 with bridging Cu(i)-alkene interactions or the tetrahedral cationic complex 19 in which 12 binds as a bidentate hydrazone-alkene ligand, respectively. The surprising stability of the alkene coordination in complexes 18 and 19 prevents substitutions with, e.g., PPh3

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How to cite

APA:

Grasruck, A., Schall, K., Heinemann, F.W., Langer, J., Herrera, A., Frieß, S.,... Dorta, R. (2024). Dibenzoazepine hydrazine is a building block for N-alkene hybrid ligands: exploratory syntheses of complexes of Cu, Fe, and Li. Dalton Transactions. https://doi.org/10.1039/d4dt00749b

MLA:

Grasruck, Alexander, et al. "Dibenzoazepine hydrazine is a building block for N-alkene hybrid ligands: exploratory syntheses of complexes of Cu, Fe, and Li." Dalton Transactions (2024).

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