冠醚连接导向的反式-1-富勒烯双加合物的区域选择性合成：富勒烯-冠醚共轭物的碱金属阳离子调制氧化还原性质

Regioselective Synthesis of trans-1 Fullerene Bis-Adducts Directed by a Crown Ether Tether: Alkali Metal Cation Modulated Redox Properties of Fullerene-Crown Ether Conjugates.

作者信息

Bourgeois Jean-Pascal, Echegoyen Luis, Fibbioli Monia, Pretsch Ernö, Diederich François

机构信息

Laboratorium für Organische Chemie, ETH-Zentrum, Universitätstrasse 16, CH-8092 Zürich (Switzerland), Fax: (+41) 1-632-1109.

Department of Chemistry, University of Miami, Coral Gables, FL 33124 (USA), Fax: (+1) 305-284-4571.

出版信息

Angew Chem Int Ed Engl. 1998 Aug 17;37(15):2118-2121. doi: 10.1002/(SICI)1521-3773(19980817)37:15<2118::AID-ANIE2118>3.0.CO;2-9.

DOI:10.1002/(SICI)1521-3773(19980817)37:15<2118::AID-ANIE2118>3.0.CO;2-9

PMID:29711055

Abstract

Regioselective Bingel macrocyclization of C with a bis-malonate containing a novel dibenzo[18] crown-6 tether provides a versatile access to trans-1 fullerene bis-adducts such as (±)-1. Complexation of a potassium ion by (±)-1 has a pronounced effect on the redox properties of the carbon sphere as a result of the close proximity of the fullerene surface to the crown ether bound cation, which is enforced by the double bridging.

摘要

用含有新型二苯并[18]冠-6连接基的双丙二酸酯对C进行区域选择性宾格尔大环化反应，为制备反式-1富勒烯双加合物（如 (±)-1）提供了一种通用方法。(±)-1对钾离子的络合作用对碳球的氧化还原性质有显著影响，这是由于富勒烯表面与冠醚结合的阳离子紧密接近，而这种接近是由双桥连作用所强化的。