TY - JOUR
T1 - Host-guest assembly of pyridinium-conjugated calix[4]arene via cation-π interaction
AU - Ishihara, Shinsuke
AU - Takeoka, Shinji
PY - 2006/1/9
Y1 - 2006/1/9
N2 - 25-(4-Pyridiniumbutoxy)-26,27,28-trihydroxycalix[4]arene bromide 1 was designed to have both host and guest units in one molecule, and was assembled to become an oligomer via a cation-π interaction. X-ray diffraction (XRD) crystallographic study of 1 revealed that it oriented in a one-dimensional structure. Titrimetric 1H NMR analysis and electrospray ionization mass spectrometry (ESI-MS) analysis indicated that 1 formed an oligomer in solution, and the restraint of the segmental motion would lead to the stabilization of the cation-π interaction compared with a bi-molecular complex composed of 25,26,27,28-tetrahydroxycalix[4]arene and N-butylpyridinium bromide.
AB - 25-(4-Pyridiniumbutoxy)-26,27,28-trihydroxycalix[4]arene bromide 1 was designed to have both host and guest units in one molecule, and was assembled to become an oligomer via a cation-π interaction. X-ray diffraction (XRD) crystallographic study of 1 revealed that it oriented in a one-dimensional structure. Titrimetric 1H NMR analysis and electrospray ionization mass spectrometry (ESI-MS) analysis indicated that 1 formed an oligomer in solution, and the restraint of the segmental motion would lead to the stabilization of the cation-π interaction compared with a bi-molecular complex composed of 25,26,27,28-tetrahydroxycalix[4]arene and N-butylpyridinium bromide.
KW - Calixarene
KW - Cation-π interaction
KW - Host-guest chemistry
KW - Molecular recognition
KW - Supramolecular chemistry
UR - http://www.scopus.com/inward/record.url?scp=28644438824&partnerID=8YFLogxK
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U2 - 10.1016/j.tetlet.2005.10.152
DO - 10.1016/j.tetlet.2005.10.152
M3 - Article
AN - SCOPUS:28644438824
VL - 47
SP - 181
EP - 184
JO - Tetrahedron Letters
JF - Tetrahedron Letters
SN - 0040-4039
IS - 2
ER -