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Induced Circular Dichroism to Optically Active Poly{[methyl(1‐naphthyl)silylene]( o ‐phenylene)methylene}s Assisted by Supramolecular Complexation with β ‐Cyclodextrin
Author(s) -
Park Sung Young,
Uenishi Kazuya,
Kawakami Yusuke
Publication year - 2005
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.200500083
Subject(s) - supramolecular chemistry , circular dichroism , cyclodextrin , chemistry , supramolecular polymers , polymer chemistry , methylene , phenylene , polymer , crystallography , organic chemistry , crystal structure
Summary: Optically active poly{methyl(1‐naphthyl)silylene]( o ‐phenylene)methylene}s with different molecular weights and configurations were prepared, and their supramolecular complexes with β ‐cyclodextrin were investigated in a water–tetrahydrofuran mixture (1:1 v/v) at the temperatures between 25 and 68 °C. Complexation was very sensitive to sample preparation, molecular weight of the polymer as well as the configuration of the chiral silicon center. Supramolecular complexation, followed by changes in the circular dichroism, took place enantioselectively and the complex of the high‐molecular weight (+)‐polycarbosilane with β ‐cyclodextrin exhibited a dramatic change in its induced circular dichroism. The mechanism of this unique complexation was investigated by SEC, 1 H NMR spectroscopy, UV, fluorescence, and circular dichroism.Supramolecular complexation of β ‐cyclodextrin with the optically active and isotactic polymer.