1078720-00-9Relevant articles and documents
Convergent synthesis of 1,1′-biisoquinolines tethered to calamitic subunits
Kapatsina, Elisabeth,Lordon, Marie,Baro, Angelika,Laschat, Sabine
experimental part, p. 2551 - 2560 (2009/04/07)
A convergent synthesis of a series of 4,4′-functionalized 1,1′-biisoquinolines via 1-chloro-4-hydroxyisoquinoline and substituted biphenyl- and phenylpyrimidine ethers as building blocks is described. The latter were prepared by Williamson etherification of the respective 4-hydroxybiphenyl and -phenylpyrimidine precursors with dibromoalkanes, allowing variation of the spacer lengths. 1-Chloro-4-hydroxyisoquinoline was obtained from N-phthalimidoglycine ethyl ester through a Gabriel-Colman reaction as a key step. Linkage of the building blocks by etherification in the presence of potassium carbonate gave the isoquinolines, which were submitted to a nickel(II) chloride mediated homocoupling to yield the ligand systems. Georg Thieme Verlag Stuttgart.