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Inside Protonation of 1,8‐Diazabicyclo[6.6. n ]alka‐4,11‐diynes
Author(s) -
Balalaie Saeed,
Kunze Andreas,
Gleiter Rolf,
Rominger Frank,
Geis Sibylle,
Oeser Thomas
Publication year - 2003
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.200300235
Subject(s) - protonation , chemistry , medicinal chemistry , stereochemistry , organic chemistry , ion
Protonation of 1,8‐diazabicyclo[6.6.3]heptadeca‐4,11‐diyne ( 4a ), 1,8‐diazabicyclo[6.6.4]octa‐deca‐4,11‐diyne ( 4b ), 1,8‐diazabicyclo[6.6.5]nonadeca‐4,11‐diyne ( 4c ), and 1,8‐diazabicyclo[6.6.6]eicosa‐4,11‐diyne ( 4d ) was achieved by treatment of 4a − 4d with strong acids. Monoprotonation products were isolated in all cases, while for 4b and 4c diprotonation products were also obtained. X‐ray investigations show inside protonation for the mono‐ and diprotonation products. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)