Tri(N-carbazolyl)phosphine Gold(I) Complexes: Structural and Catalytic Activity Studies

Twelve tri(N-carbazolyl)phosphine gold(I) complexes, bearing both protonated and deuterated aryl phosphorous triamide-type ligands, have been synthesized and characterized. An elusive Au-H(D) interaction between the H(D) atoms of the tri(N-carbazolyl)phosphine ligand at the H-1(D-1) position of the carbazolyl ring and the central gold atom was observed. Complexes 5(H)/5(D) bearing the dibrominated tri(N-carbazolyl)phosphine ligand exhibit isotopic polymorphism, in which two dramatically different crystal-packing modes between the protonated and deuterated forms occur. The catalytic potential of these complexes has been showcased in the gold(I)-catalyzed glycosylation with glycosyl o-alkynylbenzoates as donors, with TON being up to 27 000.

Automated summary

Twelve protonated and deuterated gold(I) complexes with phosphorous triamide-type ligands were synthesized and characterized. An elusive Au-H(D) interaction between the phosphine ligand and the central gold atom was observed. Isotopic polymorphism was observed in one of the complexes in the crystal structure. These complexes showed high catalytic activity in glycosylation reactions.