Synthesis of novel dihydroxydiphosphines and dihydroxydicarboxylic acids having a tetra(thio-1,3-phenylene-2-yl) backbone

Autor: Kazutoshi Nagata, Yuki Akahira, Tetsutaro Hattori, Naoya Morohashi
Rok vydání: 2011
Předmět:
Zdroj: Supramolecular Chemistry. 23:144-155
ISSN: 1029-0478
1061-0278
DOI: 10.1080/10610278.2010.514913
Popis: Novel tetradentate PPh2–OH hybrid ligands 5 and CO2H–OH hybrid ligands 6 have been successfully synthesised from tetra(thio-5-tert-butyl-2-hydroxy-1,3-phenylene) (2 4 ) by replacing the hydroxy groups at both the 2-position and either the 2′-, 2″- or 2‴-position with diphenylphosphino or carboxy groups, after converting into bistriflates 8; the substitution positions of newly introduced substituents are denoted hereafter by superscript 1,n as 5 1, n . Bistriflates 8 1,3 and 8 1,4 can be readily prepared by the regioselective detriflation of tetrakistriflate 7 with tetrabutylammonium fluoride (TBAF), conducted under different conditions. On the other hand, the preparation of bistriflate 8 1,2 requires a four-step process through protection/deprotection. Thus, the silylation of tetraol 2 4 with an excess of 1,3-dichloro-1,1,3,3-tetraisopropyldisiloxane gives O,O′- and O″,O‴-disiloxane-1,3-diyl-capped derivative 9. One of the two disiloxane bridges is removed by the treatment with 0.5 mol equiv. of TBAF to g...
Databáze: OpenAIRE
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