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Wirt‐Gast‐Chemie, V. Verbesserte Synthesen makrocyclischer Azacyclophane – Temperatureffekte auf Ringgrößenverhältnisse bei der Cyclisierung
Author(s) -
Schneider HansJörg,
Busch Rainer
Publication year - 1986
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.19861190232
Subject(s) - chemistry , ring (chemistry) , cyclophane , ring size , medicinal chemistry , stereochemistry , polymer chemistry , molecule , organic chemistry
Host‐Guest Chemistry, V. Improved Syntheses of Macrocyclic Azacyclophanes – Temperature Effects on Ring Size Ratios in the Cyclisation The simplified reaction of (bis)tosylamides and α,ω‐dibromoalkanes using K 2 CO 3 in heterogeneous DMF solution as a deposit base allows to obtain large quantities of macrocycles ( 1 – 4 ) in 45 – 62% yields. The hitherto unknown temperature effect on the ratio of smaller to larger cyclophanes (diaza‐ to tetraaza rings, DR to TR) can be used to increase the DR/TR ratio, e.g. from 2.2 to > 28.