Chirality transfer based on reversible C–C bond formation/breaking in nickel(ii) complexes

Abstract

The reaction of (1R)-(-)-myrtenal-derived benzothiazoline with nickel(II) acetate in ethanol exclusively gave a Schiff base-type nickel(II) complex having M helical configurational myrtenyl arms, which is reversibly converted to a non-innocent-type complex having additional S,S configurational asymmetric carbon centres.

Photo- and Electrocatalytic Hydrogen Production Using Valence Isomers of N2S2-Type Nickel Complexes

“…The Schiff-base-type complexes ( 1a – 3a ) are expected to be reversibly converted to the corresponding noninnocent-type complexes ( 1b – 3b ) based on a C–C bond formation/breaking . Actually, the relative formation ratio of Schiff-base-type complex 1a without any special substituents on the pendant phenyl rings and the corresponding noninnocent-type complex 1b in THF is ca.…”

Metallodithiolates as Ligands in Coordination, Bioinorganic, and Organometallic Chemistry

“…These were synthesized through a unique carbon–carbon bond forming reaction of Schiff base-containing NiN 2 S 2 complexes, thus forming a link between the nitrogen donors. This same reaction has more recently been utilized to demonstrate transfer of chirality at the molecular level based on the reversibility of the C–C bond forming reaction …”

Design and synthesis of coordination polymers with chelated units and their application in nanomaterials science

“…Hydro(solvo)thermal method proves to be very efficient for production of chiral CPs, which are of great interest not only due to intriguing variety of architectures and topologies, but because of their potential applications in many areas. 92,93,188,189 It is important that chiral CPs can be developed controllably by targeted choice of ligands or metal centers. 30,[190][191][192][193] Among the developed by now methods of designing chiral materials, it is worth noticing incorporation of chiral ligands, chiral templates, or chiral ancillary agents, and also spontaneous resolution without chiral auxiliary.…”