A template effect in the synthesis of dibenzo‐14‐crown‐4  derivatives | Zendy

Chen C. S. | Zendy; Wang S. J. | Zendy; Wu S. C. | Zendy

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A template effect in the synthesis of dibenzo‐14‐crown‐4 derivatives

Author(s) -

Chen C. S.,

Wang S. J.,

Wu S. C.

Publication year - 1983

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570200358

Subject(s) - chemistry , substituent , yield (engineering) , crown (dentistry) , benzene , ring (chemistry) , lithium (medication) , stereochemistry , medicinal chemistry , organic chemistry , medicine , materials science , dentistry , metallurgy , endocrinology

A new series of 4‐substituted derivatives of dibenzo‐14‐crown‐4 including 4‐nitro‐DB14‐crown‐4 ( 2a ), 4‐bromo‐DB14‐crown‐4 ( 2b ), 4‐chloro‐DB14‐crown‐4 ( 2c ) and 4‐formyl‐DB14‐crown‐4 ( 2d ) has been synthesized with and without a lithium cation template. No matter with or without the template, a satisfactory correlation between the nature of the substituent group on the benzene ring and the reaction yield is observed. The larger σ values for the substituent groups gave lower yields.

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