1.
Angew Chem Int Ed Engl
; 43(14): 1821-5, 2004 Mar 26.
Article
in English
| MEDLINE
| ID: mdl-15054784
2.
Org Lett
; 6(6): 865-8, 2004 Mar 18.
Article
in English
| MEDLINE
| ID: mdl-15012051
ABSTRACT
[structure: see text] Herein we describe an efficient synthesis of cyclophanes comprised of intra-annular nitrogen functional groups through a template-promoted cyclization by ring-closing metathesis (RCM). The synthesis proceeds through condensation of meta-styryl anilines with acenaphthenequinone to form the templates, followed by RCM with Grubb's second-generation catalyst to afford cyclophanes with internal alpha-diimine functionality. Prolonged hydrogenation efficiently removes the template to provide a macrocycle containing the diamine functionality.