Tetrahedron letters

Nickel-catalyzed coupling of bromides of 1, 6-methano [10] annulene and azulene. A facile synthesis of biannulene and bi-, ter-, quater-, and polyazulenes

M Iyoda, K Sato, M Oda

Index: Iyoda, Masahiko; Sato, Koichi; Oda, Masaji Tetrahedron Letters, 1985 , vol. 26, # 32 p. 3829 - 3832

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Citation Number: 51

Abstract

The active nickel complex generated in situ by reduction of NiBr 2 (PPh 3 ) 2 with zinc in the presence of Et 4 NI is a useful reagent for the dehalogenative coupling of 2-bromo-1,6- methano[10]annulene and 1-bromo- and 1,3-dibromoazulenes. ... “CHIRALPAK OP(+)” and “CHIRALCEL OK” are commercially available from Japan Spectroscopic Co., Ltd. ... 7 : deep green cryst., mp 97–98 °C; Mass(m/z) 380 (M+); UV λ cyclohexane max (ε) 240sh (35,200), 262.5 (49,200), ...