Electrochemically Driven Intramolecular Oxidative Aromatic Coupling as a Pathway toward π-Extended Porphyrins

被引：23

作者：

Chen, Ping ^{[1
]}

Fang, Yuanyuan ^{[1
]}

Kadish, Karl M. ^{[1
]}

Lewtak, Jan P. ^{[2
]}

Koszelewski, Dominik ^{[2
]}

Janiga, Anita ^{[2
]}

Gryko, Daniel T. ^{[2
]}

机构：

[1] Univ Houston, Dept Chem, Houston, TX 77204 USA

[2] Polish Acad Sci, Inst Organ Chem, PL-02784 Warsaw, Poland

来源：

INORGANIC CHEMISTRY | 2013年 / 52卷 / 16期

关键词：

IRON(III) CHLORIDE; ABSORPTION; ANNULATION; FUNCTIONALIZATION; DIPORPHYRINS; STRATEGY; ARRAYS; RINGS; TAPES;

D O I：

10.1021/ic401214e

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A Ni(II) complex of a pi-extended porphyrin bearing three mesityl substituents and one electron-rich naphthalene moiety has been prepared via electrochemical oxidation. It was proven that the whole oxidative process starts 4 from electrochemical generation of a radical-cation on the porphyrin core. Electrochemistry and spectroelectrochemistry of both a naphthalenyl-substituted porphyrin and a porphyrin with a fused naphthalenyl group on the it-ring system provide clear distinction between metal- and ring-centered processes. The redox reactivity of the naphthalenyl-substituted metalloporphyrin in nonaqueous media is presented while outlining the most important structural factors which influence the reversible half-wave potentials for oxidation and reduction of this complex and the following chemical reactions which lead to an extended pi-system.

引用

页码：9532 / 9538

页数：7

共 75 条

[11] Electrochemistry of Platinum(II) Porphyrins: Effect of Substituents and π-Extension on Redox Potentials and Site of Electron Transfer [J].