通过与有机锂试剂的亲核取代实现卟啉的简便中位官能化
Facile meso Functionalization of Porphyrins by Nucleophilic Substitution with Organolithium Reagents.
作者信息
Kalisch Werner W, Senge Mathias O
机构信息
Institut für Organische Chemie (WE02), Fachbereich Chemie der Freien Universität, Takustrasse 3, D-14195 Berlin (Germany), Fax: (+49) 30-838-4248.
出版信息
Angew Chem Int Ed Engl. 1998 May 4;37(8):1107-1109. doi: 10.1002/(SICI)1521-3773(19980504)37:8<1107::AID-ANIE1107>3.0.CO;2-Z.
The ruffle of the porphyrin increases with the number of meso substituents. (Octaethylporphyrin)nickel(II) undergoes nucleophilic substitution reactions upon treatment with alkylating reagents such as butyllithium, hydrolysis with water, and oxidation with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone [DDQ; Eq. (a)]. Alkylation can be achieved at all four meso positions, and access is provided to new nonplanar porphyrins and asymmetrically substituted systems.
卟啉的褶皱随着中位取代基数量的增加而增加。（八乙基卟啉）镍（II）在用丁基锂等烷基化试剂处理时会发生亲核取代反应，与水发生水解反应，并与2,3 - 二氯 - 5,6 - 二氰基 - 1,4 - 苯醌[DDQ；式（a）]发生氧化反应。在所有四个中位位置都可以实现烷基化，从而得到新的非平面卟啉和不对称取代体系。
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