Synthesis of Concave 1, 10??Phenanthrolines by a Combination of Suzuki Coupling, Ring Closing Metathesis and Hydrogenation

U Lüning, F Fahrenkrug

Index: Luening, Ulrich; Fahrenkrug, Frank European Journal of Organic Chemistry, 2004 , # 14 p. 3119 - 3127

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Citation Number: 5

Abstract

Abstract A wide variety of saturated and unsaturated concave 1, 10-phenanthrolines 2 and 4 have been synthesized in good yields starting from dichloro-1, 10-phenanthroline 14. In the three step synthesis, Suzuki couplings of bis-ortho-substituted boronic acids were used to introduce two different or two identical aryl bridgeheads into the 2-and 9-positions of the 1, 10-phenanthroline (yields⩾ 70%). The resulting diaryl-1, 10-phenanthrolines 3, ...