Photocycloadditions of Chloranil to Homobenzvalene, Norbornadiene, and Quadricyclane

Braun, Max; Christl, Manfred; Deeg, Oliver; Rudolph, Marcus; Peters, Eva-Maria; Peters, Karl

doi:10.1002/(sici)1099-0690(199909)1999:9<2093::aid-ejoc2093>3.3.co;2-#

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Photochemical [2 σ σ σ σ +2 σ σ σ σ +2 ] Cycloaddition1

Chemical Oxidation1

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2006

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“…Later detailed study of this reaction was published [146]. In the reaction of Q and 132 was observed …”

Section: Photochemical [2 σ σ σ σ +2 σ σ σ σ +2 ] Cycloadditionmentioning

confidence: 96%

“…For example, silver trifluoroacetate gives a complex mixture of products 372-380 (identified in mixture by GC-MS) in reaction with Q [188]. (146) Interestingly, that Ag + under reaction conditions was reduced and formation of silver metal was observed in reaction of Q with silver trifluoroacetate in methanol [176,188]. The fact that in reactions of cubane or tricyclo[4.1.0.0 2.7 ]heptane with silver trifluoroacetate no formation of Ag 0 observed, is explained based on difference in values of adiabatic ionization potentials (IP) of reagents (7.40, 8.74 and 8.15 eV for Q , cubane and tricyclo[4.1.0.0 2.7 ]heptane, respectively).…”

Section: Chemical Oxidationmentioning

confidence: 99%

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