76054-74-5Relevant academic research and scientific papers
Palladium-catalyzed formation of highly substituted naphthalenes from arene and alkyne hydrocarbons
Wu, Yao-Ting,Huang, Ke-Hsin,Shin, Chien-Chueh,Wu, Tsun-Cheng
experimental part, p. 6697 - 6703 (2009/07/01)
Several highly substituted naphthalenes 3 have been synthesized in a one-pot reaction by treatment of arenes 1 with alkynes 2 in the presence of palladium acetate and silver acetate. In this Pd-catalyzed protocol, an arene provides a benzo source for the construction of a naphthalene core through twofold aryl C - H bond activation. Reaction of triphenylphosphine with diphenylethyne (2 a) under the catalysis of PdIV complexes produced 1,2,3,4-tetraphenylnaphthalene (3ba) in 62% yield. Here, triphenylphosphine undergoes one aryl C - P bond cleavage and one aryl C - H bond activation to serve as a benzo moiety. Crystal structures of cycloadducts 3ea, 3ga, and 3ac have been analyzed. The twisted naphthalenes arise not only from the overcrowded substituents but also from the contribution of the CH3-π interaction.
7-GERMANORBORNADIENES AND THEIR THERMAL CYCLOELIMINATIONS
Neumann, Wilhelm P.,Schriewer, Michael
, p. 3273 - 3276 (2007/10/02)
7 new 7-germanorbornadienes, crystalline and stable at 25 deg C, have been prepared by Diels-Alder reaction.They decompose thermally via a two step mechanism with an intermediate biradical, forming the benzene derivative and germylenes, R2Ge.
