Ball-and-socket stacking of supercharged geodesic polyarenes: bonding by interstitial lithium ions.
Unprecedented supramolecular stacks of highly reduced geodesic pi-systems were prepared by the reduction of the derivatized fullerenes Me(5)C(60)H and Ph(5)C(60)H and corannulene with lithium metal (R(5)C(60)(5)(-)/Cor(4)(-)/9Li(+)). The host--guest assemblies form because of the enhanced electrostatic interactions between the lithium cations and the anionic moieties, in addition to the structural compatibility between the curved hydrocarbons. The high stability of these new supramolecular assemblies (heterodimers) enables the introduction of another organization motif to the system. This is achieved by using tethered corannulenes as host molecules, which leads to the formation of tethered bis-heterodimers ((Me(5)C(60)(5)(-)/Cor(4)(-))(2)(CH(2))(8)/18Li(+)).
Department of Organic Chemistry, The Hebrew University of Jerusalem, Jerusalem 91904, Israel.
Ivan
I
Aprahamian
David
D
Eisenberg
Roy E
RE
Hoffman
Tamar
T
Sternfeld
Yutaka
Y
Matsuo
Edward A
EA
Jackson
Eiichi
E
Nakamura
Lawrence T
LT
Scott
Tuvia
T
Sheradsky
Mordecai
M
Rabinovitz