Synthesis and thermal rearrangement of pentacyclo[6.5.0.04,12.05,10.09,13]trideca-2,6-diene
作者： Alan P. Marchand , Dayananda Rajapaksa , Vuligonda Vidyasagar , Ralf Eckrich , Kaipenchery A. Kumar
DOI: 10.1016/0040-4020(95)00754-V
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摘要: Abstract Pentacyclo[6.5.0.0 4,12 .0 5,10 9,13 ]trideca-2,6-diene ( 16 ) has been synthesized in five steps from 1-hydroxyhexacyclo[6.5.0.0 2,6 3,11 9,12 ]tridecan-7-one 10 ). Compound undergoes thermal rearrangement to pentacyclo[7.4.0.0 ]trideca-7,12-diene (i. e., “[2.2.1]triblattadiene”, 19 The intermediacy of cis,cisoid,cis -tricyclo[7.4.0.0 2,7 ]trideca-3,5,10,12-tetraene 18 the was inferred via analysis 1 H NMR spectrum partially rearranged and subsequently further established results a trapping experiment fluorene produced when performed presence 10% Pd/C).
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