Synthesis, Crystal Structure, and Resolution of [10](1, 6) Pyrenophane: An Inherently Chiral [n] Cyclophane

…, MR Mannion, LN Dawe, CM Kraml…

Index: Yang, Yixi; Mannion, Michael R.; Dawe, Louise N.; Kraml, Christina M.; Pascal, Robert A.; Bodwell, Graham J. Journal of Organic Chemistry, 2012 , vol. 77, # 1 p. 57 - 67

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Citation Number: 10

Abstract

A synthetic approach to a set of three inherently chiral [n] cyclophanes,[n](1, 6) pyrenophanes (29a–c, n= 8–10) was investigated. Progress toward 29a was thwarted by the failure of the key dithiacyclophane-forming reaction. For the next higher homologue, the synthesis was completed, but the desired [9](1, 6) pyrenophane (29b) could only be partially separated from an isomeric pyrenophane,[9](1, 8) pyrenophane (28b), and an unidentified ...