
Tetrahedron Letters p. 4545 - 4548 (1981)
Update date:2022-08-04
Topics:
MacBride, J. A. Hugh
Wright, Peter M.
Wakefield, Basil J.
A mixed Ullmann reaction between 2- and 4-chloro-3-nitropyridines furnished 3,3'-dinitro-2,4'-bipyridyl and reduction to 2,5,9,10-tetra-azaphenanthrene followed by thermal extrusion of nitrogen gave 1,6-diazabiphenylene; different complexing abilities of the two nitrogen atoms of this compound were revealed by 1H nmr using Eu(fod)3 which are consistent withprevious work on the rehybridisation in strained ring systems and the value of 1JC-H in biphenylene.
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