Switching between mono and doubly reduced odd alternant hydrocarbon: designing a redox catalyst

Abstract

A doubly reduced redox non-innocent phenalenyl based transition metal free catalyst has been designed and utilized in the development of the C–C cross coupling reaction through the activation of aryl halides at room temperature.

Synthesis and Physical Properties of Trioxotriangulene Having Methoxy and Hydroxy Groups at α-Positions: Electronic and Steric Effects of Substituent Groups and Intramolecular Hydrogen Bonds

“…We are also interested in stimuli-response properties of 2b based on the dynamics of protons within the intramolecular H bonds as observed in 9-hydroxyphenalenone derivatives ,. Furthermore, inspired by pioneering studies on the catalytic activity of metal complexes and the high electrical conductivity of a single component of open-shell boron complexes derived from 9-hydroxyphenalenone derivatives, our current research is also aiming to synthesize metal complexes of 2b utilizing the OH and oxo groups as chelating ligands. These materials will extend to multidimensional aggregates such as metal–organic framework (MOF) and covalent organic framework (COF), including TOT , and are expected to provide an opportunity for exploring intriguing functional materials.…”

FeIII, CuII and ZnII Complexes of the Rigid 9-Oxido-phenalenone Ligand—Spectroscopy, Electrochemistry, and Cytotoxic Properties

“…The resulting species is best described as [Cu I (opo − ) 2 ] •− . A contribution of the resonance form [Cu II (opo •2− )(opo − )] •− can be ruled out as a species containing opo •2− is characterised by intense dark colours in the visible range of the spectrum [45][46][47][48][49][50]52,54,55,57].…”

“…Upon reduction at −2 V corresponding to the potential of the first reduction wave observed in the CV, the sharp 339 band and the structured absorption centred at 460 nm disappeared and broad bands at 420 and 630 nm grew in (Figure S11, Supplementary Materials). We assigned these bands to typical transitions involving a reduced opo •2− ligand [45][46][47][48][49][50]52,54,55,57] and describe the complex as [Zn II (opo •2− )(opo − )] •− . (dach = 1,2-diaminocyclohexane) was found to be active against an A549 human lung cancer cell line with activities two times higher than oxaliplatin [31].…”

“…In complexes of non-innocent ligands, the ligands can have variable charges and oxidation states, thus making the metal oxidation state ambiguous [18]. Opo complexes of main-group and transition metals are therefore intensely studied for their magnetic, electron-and chargetransfer phenomena [44][45][46][47][48][49][50][51][52][53][54][55] as well as for their use in electroactive materials [51][52][53][54][55][56][57][58][59] or in electron transfer or related catalysis [53,55,57,[60][61][62][63][64][65][66][67][68][69][70].…”

Reduced Phenalenyl in Catalytic Dehalogenative Deuteration and Hydrodehalogenation of Aryl Halides

“…Earlier, the 13π e – radicals of PLY species have been used extensively in designing spintronics , as well as bistable materials . In addition, it was also recently employed for the catalytic C–H functionalization of unactivated arenes as well as heteroarenes with aryl halides at 130 °C. , To avoid high-temperature activation of aryl halides, we recently focused on the utilization of the more reactive doubly reduced 14π e – species . It may be recalled that the 14π e – species of PLY, although anticipated six decades back, remained practically unexplored in terms of their applications except for the recent report by us .…”