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Allgemeine Basenkatalyse der Orientierung bei Resorcin‐Kupplungen. 14. Mitteilung zur Kenntnis der Kupplungsreaktion
Author(s) -
Hodson H. F.,
Stamm O. A.,
Zollinger Hch.
Publication year - 1958
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19580410636
Subject(s) - chemistry , resorcinol , diazo , catalysis , orientation (vector space) , base (topology) , medicinal chemistry , stereochemistry , polymer chemistry , organic chemistry , mathematical analysis , geometry , mathematics
1 Diazo coupling of 4‐phenylazo‐resorcinol takes place in 2‐ or 6‐position, depending on the acidity of the medium. It is shown that this orientation phenomenon is not caused by hydroxyl ion catalysis, but by general base catalysis. 2 It is probable that the diazo orientation in resorcinol and in m‐phenylenediamine is to be explained on the same mechanistic basis as the orientation in α‐naphthol coupling reactions.