TY - JOUR
T1 - A flexible cyclophane
T2 - Design, synthesis, and structure of a multibridged tris-tetrathiafulvalene (TTF) macrocycle
AU - Takimiya, Kazuo
AU - Thorup, Niels
AU - Becher, Jan
PY - 2000/6/2
Y1 - 2000/6/2
N2 - The tris-tetrathiafulvalene (TTF) macrocycles 3 with a large end-cavity were effectively synthesized from the readily available tetrakis(cyanoethylthio)TTF by means of a selective deprotection/realkylation sequence followed by an intramolecular coupling reaction. Crystal structure analyses revealed that the neutral molecules include two (3a) or one chloroform molecule (3b) as solvent of crystallization inside the cavity, whereas the I3- salt of 3b, obtained by electrocrystallization, has a molecular structure which is different from that of the neutral molecule in that the cavity has completely collapsed.
AB - The tris-tetrathiafulvalene (TTF) macrocycles 3 with a large end-cavity were effectively synthesized from the readily available tetrakis(cyanoethylthio)TTF by means of a selective deprotection/realkylation sequence followed by an intramolecular coupling reaction. Crystal structure analyses revealed that the neutral molecules include two (3a) or one chloroform molecule (3b) as solvent of crystallization inside the cavity, whereas the I3- salt of 3b, obtained by electrocrystallization, has a molecular structure which is different from that of the neutral molecule in that the cavity has completely collapsed.
KW - Cyclophanes
KW - Electrochemistry
KW - Electrocrystallization
KW - Host - Guest chemistry
KW - Macrocycles
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U2 - 10.1002/1521-3765(20000602)6:11<1947::AID-CHEM1947>3.0.CO;2-1
DO - 10.1002/1521-3765(20000602)6:11<1947::AID-CHEM1947>3.0.CO;2-1
M3 - Article
AN - SCOPUS:0034595696
VL - 6
SP - 1947
EP - 1954
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
SN - 0947-6539
IS - 11
ER -