z-logo
Premium
Construction of a Hemifullerene Skeleton: A Regioselective Intramolecular Oxidative Cyclization
Author(s) -
Amaya Toru,
Ito Takanori,
Hirao Toshikazu
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201500548
Subject(s) - regioselectivity , intramolecular force , chemistry , benzophenone , skeleton (computer programming) , oxidative phosphorylation , yield (engineering) , combinatorial chemistry , condensation , stereochemistry , photochemistry , organic chemistry , catalysis , materials science , biochemistry , computer science , metallurgy , programming language , physics , thermodynamics
A two‐step synthesis of a strained π bowl, with hemifullerene skeleton from sumanene, was achieved in a high yield. The first step is a base‐promoted condensation reaction with a benzophenone compound, bis(3,5‐dimethylphenyl)methanone. The second step is the regioselective intramolecular oxidative cyclization, which is a key reaction for the hemifullerene skeleton synthesis. This regioselective cyclization is likely to be under thermodynamic control. This strategy will allow facile synthesis of various highly strained π bowls.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here
Accelerating Research

Address

John Eccles House
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom