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Synthesis and characterization of cage and bicyclic silsesquioxanes via dehydration of silanols
Author(s) -
Unno Masafumi,
Alias Shamsul Bahri,
Arai Miwako,
Takada Keisuke,
Tanaka Ryoji,
Matsumoto Hideyuki
Publication year - 1999
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/(sici)1099-0739(199904)13:4<303::aid-aoc846>3.0.co;2-#
Subject(s) - chemistry , cage , bicyclic molecule , dehydration , characterization (materials science) , organic chemistry , polymer chemistry , combinatorial chemistry , nanotechnology , biochemistry , materials science , mathematics , combinatorics
Synthesis of cage and ladder silsesquioxanes by the dehydration of silanols using dicyclohexylcarbodiimide (DCC) is described. The reaction of 1,3‐dicyclohexyldisiloxane‐1,1,3,3‐tetraol with DCC gave octa(cyclohexylsilsesquioxane) in 13% yield. The bicyclic ladder siloxane 3 (Ph 8 Thex 2 Si 6 O 7 ) was prepared from 1,1,3,3‐tetraphenyldisiloxane‐1,3‐diol and 1,3‐dithexyldisiloxane‐1,1,3,3‐tetraol (Thex or thexyl denotes 1,1,2‐trimethylpropy) at 80 °C. In this reaction, the propellane‐type cage siloxane 2 (Ph 6 Thex 2 Si 5 O 6 ) was generated also. Upon reaction completion at 120 °C, only 2 was obtained. The reaction from the same starting compounds with diisopropylcarbodiimide at 80 °C resulted in another caged siloxane, Ph 4 Thex 4 Si 6 O 8 (5). The structures of 2, 3 and 5 were determined by X‐ray crystallography. Copyright © 1999 John Wiley & Sons, Ltd.