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The generation of a highly-substituted [2.2](2,5)pyrazinophane via a cascade reaction is presented. The pyrazinophane product is formed via the dimerization of a member of the para-azaquinodimethane (p-AQM) family of conjugated quinoidal compounds-reactivity that sheds light on the nature of stability in p-AQMs. Additionally, the electronic and structural nature of this highly-strained ring system are characterized.The boron-centered reactivity of the diboraanthracene-auride complex [Au(B2P2)][K(18-c-6)]; (B2P2, 9,10-bis(2-(diisopropylph