A nickel(II) octabutoxyphthalocyanine complex demonstrating ligand-centered redox activity and pH dependence is reported and investigated as an electrocatalyst for hydrogen evolution from water. Spectro- and electrochemical methods were implemented to further elucidate the nature of the pH dependence and catalytic mechanism.
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Exploring ligand-centered electrocatalytic HO reduction: hydrogen generation with a soluble Ni(II) octabutoxyphthalocyanine complex.
Dalton Trans
September 2024
Department of Chemistry and Biomolecular Sciences, University of Ottawa, 10 Marie Curie, Ottawa, ON K1 N 6 N5, Canada.
A nickel(II) octabutoxyphthalocyanine complex demonstrating ligand-centered redox activity and pH dependence is reported and investigated as an electrocatalyst for hydrogen evolution from water. Spectro- and electrochemical methods were implemented to further elucidate the nature of the pH dependence and catalytic mechanism.
View Article and Find Full Text PDFSelective carbene transfer to amines and olefins catalyzed by ruthenium phthalocyanine complexes with donor substituents.
Dalton Trans
February 2021
Univ. Lyon, Université Claude Bernard Lyon 1, CNRS, IRCELYON, 2 av. A. Einstein, 69626 Villeurbanne, France.
Electron-rich ruthenium phthalocyanine complexes were evaluated in carbene transfer reactions from ethyl diazoacetate (EDA) to aromatic and aliphatic olefins as well as to a wide range of aromatic, heterocyclic and aliphatic amines for the first time. It was revealed that the ruthenium octabutoxyphthalocyanine carbonyl complex [(BuO)8Pc]Ru(CO) is the most efficient catalyst converting electron-rich and electron-poor aromatic olefins to cyclopropane derivatives with high yields (typically 80-100%) and high TON (up to 1000) under low catalyst loading and nearly equimolar substrate/EDA ratio. This catalyst shows a rare efficiency in the carbene insertion into amine N-H bonds.
View Article and Find Full Text PDFFacile tuning of strong near-IR absorption wavelengths in manganese(iii) phthalocyanines via axial ligand exchange.
Chem Commun (Camb)
June 2019
Department of Chemistry, Simon Fraser University, 8888 University Drive, Burnaby, BC, Canada V5A1S6.
The facile tuning of near-infrared absorption of manganese(iii) phthalocyanines was accomplished by changing the nature and number of bound axial ligands. For a series of axial ligands on manganese α-octabutoxyphthalocyanine and α-octakis-(isopropylthio)phthalocyanine, the electron density on the metal and its displacement from the Pc-ring plane both control the position of the complex's Q-band. For these two macrocycles, this strong absorption band could be tuned over a λmax range of 815-948 nm by axial ligand exchange.
View Article and Find Full Text PDFUnexpected formation of a μ-carbido diruthenium(iv) complex during the metalation of phthalocyanine with Ru(CO) and its catalytic activity in carbene transfer reactions.
Dalton Trans
November 2017
Chemical Department, M.V. Lomonosov Moscow State University, Leninskie gory, 1, bldg. 3, 119991, GSP-1, Moscow, Russia.
A μ-carbido diruthenium(iv) phthalocyanine complex was prepared for the first time from the free-base octabutoxyphthalocyanine by direct metalation with Ru(CO). The first examples of the catalytic activity of Ru(iv) binuclear phthalocyanines were demonstrated by the cyclopropanation of aromatic olefins and carbene insertion into the N-H bonds of aromatic or aliphatic amines with turnover numbers of 680-1000 and 580-1000, respectively.
View Article and Find Full Text PDFHighly ordered thin films prepared with octabutoxy copper phthalocyanine complexes.
Ultramicroscopy
August 2003
Department of Chemistry and Materials Science Program, Washington State University, Pullman, WA 99164-4630, USA.
Langmuir-Blodgett (LB) films of copper (II) 1,4,8,11,15,18,22,25-octabutoxyphthalocyanine, nCuPc(OBu)(8), (non-peripheral substitution) and copper (II) 2,3,9,10,16,17,23,24-octabutoxyphthalocyanine, pCuPc(OBu)(8), (peripheral substitution), were fabricated and characterized by optical spectroscopy and scanning probe microscopy. The LB films were transferred onto hydrophilic substrates by vertical dipping. Although they posses relatively short polar substituents both compounds form smooth, uniform, dense, and highly stable LB monolayers composed of linear arrays of cofacial oligomers.
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