XtalFluor-E 原位激活苄醇：通过傅克烷基化反应形成 1,1-二芳基甲烷和 1,1,1-三芳基甲烷。

In situ activation of benzyl alcohols with XtalFluor-E: formation of 1,1-diarylmethanes and 1,1,1-triarylmethanes through Friedel-Crafts benzylation.

机构信息

Canada Research Chair in Organic and Medicinal Chemistry, CGCC, PROTEO, Département de chimie, Université Laval, 1045 Avenue de la Médecine, Pavillon Alexandre-Vachon, Québec, Québec G1V 0A6, Canada.

出版信息

Org Biomol Chem. 2015 Feb 28;13(8):2243-6. doi: 10.1039/c4ob02655a.

DOI:10.1039/c4ob02655a

PMID:25593020

Abstract

The Friedel-Crafts benzylation of arenes using benzyl alcohols activated in situ with XtalFluor-E is described. A wide range of 1,1-diarylmethanes and 1,1,1-triarylmethanes were prepared under experimentally simple and mild conditions, without the need for a transition metal or a strong Lewis acid. Notably, the reactivity observed demonstrates the potential of XtalFluor-E to induce C-OH bond ionization and SN1 reactivity of benzylic alcohols.

摘要

本文描述了使用 XtalFluor-E 原位激活的苄醇进行芳基的 Friedel-Crafts 苄基化反应。在实验条件简单温和的条件下，无需过渡金属或强酸，制备了广泛的 1,1-二芳基甲烷和 1,1,1-三芳基甲烷。值得注意的是，观察到的反应性表明 XtalFluor-E 具有诱导 C-OH 键电离和苄醇 SN1 反应性的潜力。