TY - JOUR AU - Someshwar, Nagamalla; Karthick, Muthupandi; Ramanathan, Chinnasamy Ramaraj TI - Desymmetrization of Symmetrical Triarylcarbinols: Synthesis of 7-Arylfluorenes and a C2-Symmetric Chiral BIFOL Phosphoric Acid SN - 0936-5214 SN - 1437-2096 PY - 2017 JO - Synlett JF - Synlett LA - EN VL - 28 IS - 17 SP - 2253 EP - 2261 ET - 2017/07/19 DA - 2017/10/10 KW - benzofluorenes KW - ligands KW - asymmetric synthesis KW - triarylcarbinols KW - cyclization KW - transfer hydrogenation AB - A simple and an efficient method for the synthesis of 7-arylfluorenes by intramolecular cyclization of the corresponding triarylcarbinols in the presence of the solid-acid catalyst NaHSO4/SiO2 has been developed. By using this method, a new chiral diol with a C2-symmetric bisfluorenyl unit, 7,7′-diphenyl-7H,7′H-5,5′-bibenzo[c]fluorene-6,6′-diol (BIFOL), having central chirality was synthesized in an optically active form from (S)-(–)-BINOL-3,3′-dicarboxylic acid. The absolute configuration of the chiral bisfluorene derivative BIFOL was ascertained by single-crystal X-ray analysis. Furthermore, a new chiral phosphoric acid was synthesized from BIFOL and evaluated for enantioselective transfer hydrogenation. PB - © Georg Thieme Verlag DO - 10.1055/s-0036-1589074 UR - http://www.thieme-connect.de/products/ejournals/abstract/10.1055/s-0036-1589074 ER -