Facile synthesis of phthalocyanine at low temperature with diisopropylamide anion as nucleophile

[Display omitted] Phthalocyanine has been synthesized from phthalonitrile and lithium diisopropylamide (LDA) at ambient or even lower temperatures. In this novel, facile, and low reactant-consuming method, diisopropylamide anions work as nucleophile to initiate the low temperature reaction. The mech...

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Bibliographic Details
Published in:Tetrahedron letters 2015-07, Vol.56 (30), p.4459-4462
Main Authors: Zheng, Wei, Wan, Cheng-Zhang, Zhang, Jing-Xuan, Li, Cheng-Hui, You, Xiao-Zeng
Format: Article
Language:English
Subjects:
Lithium diisopropylamide
Low temperature synthesis
Phthalocyanine
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Summary:[Display omitted] Phthalocyanine has been synthesized from phthalonitrile and lithium diisopropylamide (LDA) at ambient or even lower temperatures. In this novel, facile, and low reactant-consuming method, diisopropylamide anions work as nucleophile to initiate the low temperature reaction. The mechanism has been rationalized by density functional theory (DFT) calculation. Our method is also useful for the transformation of some phthalonitrile derivatives to phthalocyanine compounds.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2015.05.086