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Iron(III) chloride catalyzed oxidative coupling of aromatic nuclei.

The Journal of organic chemistry (2008-12-05)
Kailiang Wang, Maoyun Lü, Ao Yu, Xiaoqing Zhu, Qingmin Wang
ABSTRACT

Easily available and nontoxic FeCl(3) catalyzes intramolecular oxidative coupling for the direct construction of the phenanthrene ring using meta-chloroperbenzoic acid as sole oxidant at room temperature in excellent yields. The mechanistic investigations show that FeCl(3)-catalyzed coupling proceeds through the heterolytic coupling (A(+) + B). The catalytic approach has been applied to intermolecular biaryl coupling of 2-naphthols and phenol ether.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Iron(III) chloride solution, purum, 45% FeCl3 basis
Sigma-Aldrich
Iron(III) chloride, sublimed grade, ≥99.9% trace metals basis
Sigma-Aldrich
3-Chloroperbenzoic acid, ≤77%