1078720-04-3Relevant academic research and scientific papers
Concise synthesis of [1,1′-biisoquinoline]-4,4′-diol via a protecting group strategy and its application for potential liquid-crystalline compounds
Kapatsina, Elisabeth,Mateescu, Markus,Baro, Angelika,Frey, Wolfgang,Laschat, Sabine
experimental part, p. 2024 - 2037 (2010/01/13)
The [1,1′-biisoquinoline]-4,4′-diol (4a), which was obtained as hydrochloride 4a·2 HCl in two steps starting from the methoxymethyl (MOM)-protected 1-chloroisoquinoline 8 (Scheme 3), opens access to further O-functionalized biisoquinoline derivatives. Com
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.
