1172640-32-2Relevant academic research and scientific papers
Concave 1,10-phenanthrolines as ligands for cyclopropanations - Towards a deeper understanding of the stereoselectivity
Eggers, Friederike,Luening, Ulrich
experimental part, p. 2328 - 2341 (2009/09/05)
Four new mono- and bimacrocyclic 1,10-phenanthrolines - 3b and 4a-c - containing aryl bridgeheads have been synthe- sised. The etherification of the aryl bridgeheads was accomplished by Williamson or Mitsunobu reactions. A key step in the synthesis of the macrocyclic phenanthrolines 3 and 4 is the Suzuki coupling of 2,9-diiodo-1,10-phenan- throline (12) with the appropriately substituted boronic acids 17 and 20. Ring-closing metathesis and hydrogenation completed the synthesis. The resulting macrocyclic 1,10-phenan- throlines 3b and 4a-c were tested as ligands in a copper(I)- catalysed stereoselective cyclopropanation.
