A Simple Route to a Pyridinyl[2.2]paracyclophane | Zendy

Hopf Henning | Zendy; Aly Ashraf A. | Zendy; Swaminathan Vijay Narayanan | Zendy; Ernst Ludger | Zendy; Dix Ina | Zendy; Jones Peter G. | Zendy

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A Simple Route to a Pyridinyl[2.2]paracyclophane

Author(s) -

Hopf Henning,

Aly Ashraf A.,

Swaminathan Vijay Narayanan,

Ernst Ludger,

Dix Ina,

Jones Peter G.

Publication year - 2005

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200400633

Subject(s) - chemistry , nitrone , condensation , hydrochloride , condensation reaction , stereochemistry , medicinal chemistry , organic chemistry , computational chemistry , cycloaddition , catalysis , physics , thermodynamics

4‐Acetyl[2.2]paracyclophane ( 1 ) is converted into the nitrone 2 by treatment with N ‐methylhydroxylamine·hydrochloride. When 2 is reacted with ( E )‐1,2‐dibenzoylethene ( 4 ) the pyridinyl[2.2]paracyclophane 13 is formed in a novel condensation reaction. The structures of 2 and 13 , and the mechanism of formation of the latter are discussed. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)

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