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Synthesis of a “Molecular Pinwheel”: [3.3.3.3.3.3](1,2,3,4,5,6)Cyclophane
Author(s) -
Sakamoto Youichi,
Miyoshi Naomi,
Shinmyozu Teruo
Publication year - 1996
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199605491
Subject(s) - cyclophane , intramolecular force , aldol condensation , chemistry , stereochemistry , crystallography , organic chemistry , crystal structure , catalysis
Six trimethylene bridges link the phenyl rings of the “pinwheel” compound 1 , which was synthesized from [3 5 ](1,2,3,4,5)cyclophane. An intramolecular aldol condensation serves as the key step for introducing the final trimethylene bridge. The NMR spectroscopic data suggest a highly symmetrical and dynamic structure for 1 .