title: Macrosteres: The Deltic Guanidinium Ion.
abstract: 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.
authors: Department of Chemistry, Columbia University, 3000 Broadway, New York, NY 10027 USA, , http://www.columbia.edu/cu/chemistry/groups/lambert/.
authors: Kenji
authors: K
authors: Mishiro
authors: Department of Chemistry, Columbia University, 3000 Broadway, New York, NY 10027 USA, , http://www.columbia.edu/cu/chemistry/groups/lambert/.
authors: Fanghao
authors: F
authors: Hu
authors: Department of Chemistry, Columbia University, 3000 Broadway, New York, NY 10027 USA, , http://www.columbia.edu/cu/chemistry/groups/lambert/.
authors: Daniel W
authors: DW
authors: Paley
authors: Department of Chemistry, Columbia University, 3000 Broadway, New York, NY 10027 USA, , http://www.columbia.edu/cu/chemistry/groups/lambert/.
authors: Wei
authors: W
authors: Min
authors: Department of Chemistry, Columbia University, 3000 Broadway, New York, NY 10027 USA, , http://www.columbia.edu/cu/chemistry/groups/lambert/.
authors: Tristan H
authors: TH
authors: Lambert
keywords: cyclopropenium; guanidinium; isostere