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Proton‐ionizable crown compounds. 10. Preparation and structural studies of macrocyclic ligands containing two sulfonamide units and with seventeen to twenty‐six ring members
Author(s) -
Bradshaw Jerald S.,
Koyama Hiroyuki,
Dalley N. Kent,
Izatt Reed M.,
Biernat Jan F.,
Bochenska Maria
Publication year - 1987
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.5570240432
Subject(s) - chemistry , sulfonamide , ring (chemistry) , molecule , crystal structure , metal , sulfur , crystallography , nitrogen , alkyl , proton , stereochemistry , medicinal chemistry , organic chemistry , physics , quantum mechanics
Abstract Eight new macrocylic ligands each containing two sulfonamide groups have been prepared. Six of these compounds have both the sulfur and nitrogen atoms of the sulfonamide units substituted with aromatic rings. The nitrogen atoms of the other two compounds have alkyl ring connections. X‐ray crystal structure data were obtained for new macrocyclic compounds of 20 and 23 ring members. Each crystal structure showed two molecules in the asymmetric unit. Molecule A of 5 and both molecules of 7 exist in a compact conformation suggesting that they could wrap around a metal ion during complexation. Some of these compounds will be used as cation carriers in a bulk liquid membrane system.