Syntheses, rearrangements, and structural analyses of unsaturated nitrogen donor ligands derived from diphenyldiazomethane and the chiral rhenium Lewis acid [(eta(5)-C5H5)Re(NO)(PPh3)](+)

Estrada AL, Wititsuwannakul T, Kromm K, Hampel F, Hall MB, Gladysz JA (2022)


Publication Type: Journal article

Publication year: 2022

Journal

Book Volume: 51

Pages Range: 7305-7320

Journal Issue: 18

DOI: 10.1039/d2dt00890d

Abstract

Diphenyldiazomethane and a labile chlorobenzene complex of [(eta(5)-C5H5)Re(NO)(PPh3)](+) BF(4)(-)react to give the.1 adduct [(eta(5)-C5H5)Re(NO)(PPh3)(NNCPh2)]+ BF4- (73%). When this is conducted in the presence of copper powder, a 3-phenyl-1H-indazole complex derived from carbon-hydrogen bond activation, [(eta(5)-C5H5)Re(NO)(PPh3)(N=C(Ph)C=CHCH=CHCH=CNH)]+ BF4-, is obtained (65%). Subsequent reaction with NaOCH3 gives indazolyl complex (eta(5)-C5H5)Re(NO)(PPh3) (NC=CHCH=CHCH=CC(Ph)=N) (85%), derived from NH deprotonation and a 1,2-rhenium shift. Crystal structures of the three new complexes are determined. DFT calculations are used to probe the mechanism of the 1,2-shift and energetics of alternative Re-N rotamers and linkage isomers, and assign bond orders and dominant resonance formulations.

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APA:

Estrada, A.L., Wititsuwannakul, T., Kromm, K., Hampel, F., Hall, M.B., & Gladysz, J.A. (2022). Syntheses, rearrangements, and structural analyses of unsaturated nitrogen donor ligands derived from diphenyldiazomethane and the chiral rhenium Lewis acid [(eta(5)-C5H5)Re(NO)(PPh3)](+). Dalton Transactions, 51(18), 7305-7320. https://dx.doi.org/10.1039/d2dt00890d

MLA:

Estrada, Alexander L., et al. "Syntheses, rearrangements, and structural analyses of unsaturated nitrogen donor ligands derived from diphenyldiazomethane and the chiral rhenium Lewis acid [(eta(5)-C5H5)Re(NO)(PPh3)](+)." Dalton Transactions 51.18 (2022): 7305-7320.

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