49700-65-4Relevant academic research and scientific papers
Synthesis of adamantane by ionic liquid-promoted isomerization of tricyclo[5.2.1.02,6]decane and H2SO4-mediated hydroisomerization of pentacyclo[4.4.0.02,4.03,7.08,10]decane
Aminov,Ramazanov,Khusnutdinov
, p. 102 - 106 (2022/02/17)
Adamantane was synthesized by skeletal isomerization of endo- and exo-tricyclo[5.2.1.02,6]-decanes in the presence of ionic liquid [Et3NH]+[Al2Cl7]?—CuSO4. A new method to synthesize adamantane in 75% yield by H2SO4-mediated hydroisomerization of its new precursor, pentacyclo[4.4.0.02,4.03,7.08,10]decane, was developed.
AN ADAMANTANE REARRANGEMENT. A NEW PATHWAY
Schleyer, Paul von Rague,Grubmueller, Peter,Maier, Wilhelm F.,Vostrowsky, Otto,Skatteboel, Lars,Holm, Kjetil H.
, p. 921 - 924 (2007/10/02)
Tricyclo(4.2.2.01,5)decane (7) in the presence of AlBr3 rearranges partly "forwards" to adamantane (1) and partly "backwards" to tetrahydrodicyclopentadiene (2, largely the exo isomer).Intermediate 14, characterizing the 7 exo-8 14 3 1 forward pathway, is found only in small amounts.The detection of a new intermediate, 12, also shows that a second major rearrangement route from 7 to 1 is being utilized (see dashed lines in Figure 1).
