Literature DB >> 29711027

Facile meso Functionalization of Porphyrins by Nucleophilic Substitution with Organolithium Reagents.

Werner W Kalisch1, Mathias O Senge1.   

Abstract

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. © 1998 WILEY-VCH Verlag GmbH, Weinheim, Fed. Rep. of Germany.

Entities:  

Keywords:  Alkylations; C-C coupling; Lithium; Nucleophilic aromatic substitutions; Porphyrinoids

Year:  1998        PMID: 29711027     DOI: 10.1002/(SICI)1521-3773(19980504)37:8<1107::AID-ANIE1107>3.0.CO;2-Z

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  1 in total

1.  Crystal structure of [5-n-butyl-10-(2,5-di-meth-oxy-phen-yl)-2,3,7,8,13,12,17,18-octa-ethyl-porphyrin-ato]nickel(II).

Authors:  Keith J Flanagan; Ebrahim M Mothi; Lisa Kötzner; Mathias O Senge
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2015-10-31
  1 in total

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