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Short Paper | Special issue | Vol 93, No. 2, 2016, pp.770-782
Published online, 26th October, 2015
DOI: 10.3987/COM-15-S(T)33
Ring-contractive and -Closing Skeletal Rearrangement of 1,1’-Binaphthalene-2,2’-Diamines (Binams) Induced by an Iodine-Containing Oxidant: Synthesis of Spiro[Benzo[e]Indole-1,1'-inden]-2-amines and Application to an Aiee-active BF2 Complex

Masato Okazaki, Kosuke Takahashi, Youhei Takeda, and Satoshi Minakata*

*Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan


An iodine-containing oxidant-induced ring-contractive and -closing skeletal rearrangement of 1,1’-binaphthalene-2,2’-diamines (BINAMs) to afford spiro[benzo[e]indole-1,1'-inden]-2-amines has been discovered. Furthermore, a spiro product was successfully transformed into a novel luminescent spirocyclic BF2 complex.