From Antiaromatic Norcorrolatonickel(II) to Aromatic and Nonaromatic Zwitterions: Innocent Ligands with Unbalanced Charge of the Core.

A three-component reaction of antiaromatic -mesityl-3-nitronorcorrolatonickel(II) -NO with dialkyl acetylenedicarboxylate and PBu yields aromatic zwitterionic corrole nickel(II) complexes -R with one of the -substituents comprising a positively charged tributyl phosphonium group and negatively charged coordination core. Reaction of -NO with PBu alone resulted in a nonaromatic chiral adduct of a zwitterionic phlorine character with a -PBu group at a pyrrole β-position.

First imidazole-fused carbaporphyrinoid and its conversion to a N-heterocyclic carbene precursor.

A series of novel imidazole-fused carbaporphyrinoids were obtained by a surprisingly simple approach by exploiting the reaction of tosylmethylisocyanide (TOSMIC) with readily obtainable 2-aza-21-carbaporphyrins. A facile methylation of silver(iii) complexes of these fused systems leads to cationic N-heterocyclic carbene precursors.

Fluorium-Initiated Dealkylative Cyanation of Thioethers to Thiocyanates.

Thioethers are converted to thiocyanates via fluorium-initiated dealkylative cyanation. Selectfluor is used as the oxidant, and trimethylsilyl cyanide is used as the cyanation reagent. The well-streamlined procedure is user-friendly, operationally simple, and step-economical.