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Macrosteres: The Deltic Guanidinium Ion
Author(s) -
Mishiro Kenji,
Hu Fanghao,
Paley Daniel W.,
Min Wei,
Lambert Tristan H.
Publication year - 2016
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.201600137
Subject(s) - chemistry , benzamidine , thiourea , guanidine , ion , urea , combinatorial chemistry , organic chemistry , enzyme
The “deltic guanidinium” ion is described here as a “macrostere” of the guanidinium ion. The use of the 2,4‐dimethoxybenzyl protecting group allows for the synthesis of the fully unsubstituted parent compound and a variety of derivatives bearing multiple N–H functions for the first time. Deltic urea, deltic thiourea, and deltic benzamidine are also synthesized. A comparison of the physical properties of guanidinium and deltic guanidinium ions is provided. The use of a deltic guanidinium dendrimer for cell transport is demonstrated.