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A Convenient Synthesis of New Macrocyclic Naphthalenophanes
Author(s) -
Grützmacher HansFriedrich,
Nolte Gerald
Publication year - 1994
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19941270629
Subject(s) - chemistry , conformational isomerism , naphthalene , acetylation , friedel–crafts reaction , cyclophane , stereochemistry , polycyclic compound , organic chemistry , molecule , catalysis , biochemistry , gene
The (1,4)naphthalenophanes 6a, 6b, 7a , and 7b were synthesized regiospecifically in two steps from the appropriate α,β‐di‐1‐naphthylalkanes by a Friedel‐Crafts acetylation of the two naphthalene groups followed by cyclization/dimerization of the resulting diketones by a McMurray reaction. The macrocyclic naphthalenophanes 6a and 6b exist in solution as a mixture of conformers while 7a and 7b were identified as the anti isomers.