Phthalimidesulfenyl chloride - Part 13. 3,3 '-regioselective thiofunctionalization of atropisomeric 2,2 '-biphenols

Regioselective 3,3'-thiofunctionalization of atropisomeric biphenol 2 can be achieved using phthalimidesulfenyl chloride as the key reagent. The bis-thiophthalimide derivative 3 is the starting material for the preparation of linear (7a-d) and macrocyclic (15a-d) C-2 symmetric ligands containing the biphenyl moiety. (C) 1999 Elsevier Science Ltd. All rights reserved.