4709-67-5Relevant articles and documents
Radical-radical cross coupling reactions of photo-excited fluorenones
Sharma, Simmi,Sultan, Shaista,Devari, Shekaraiah,Shah, Bhahwal Ali
supporting information, p. 9645 - 9649 (2016/10/22)
Radical-radical cross coupling reactions of photoexcited 9-fluorenones have been accomplished for the first time, leading to the synthesis of 9-alkyl, pyrollidinyl and spiro-THF derivatives of 9-fluorenones. The method also reveals, for the first time, th
Studies of 9-fluorenyl carbocations. Intramolecular hydride migration in a substituted 9-fluorenyl carbocation
Mladenova,Chen,Rodriquez,Siu,Johnston,Hopkinson,Lee-Ruff
, p. 1109 - 1114 (2007/10/03)
The substituted fluorenyl cation, 9-(diphenylmethyl)fluoren-9-yl cation (4), is formed under stable ion conditions (low temperature/strong acid) from its corresponding alcohol 3. This ion is transformed to a substituted diphenyl methyl cation 8 at ambient temperature via an apparent 1,2-hydrogen shift. Irradiation of 9-(diphenylmethyl)fluoren-9-ol in methanol gives products derived from the corresponding cation along with radical-derived products from C-C and C-O homolysis processes. The laser flash photolysis of this alcohol gave a transient corresponding to cation 4. All of the photoproducts are derived from cation 4 or radical pathways. High level MO calculations point to a high barrier (23.8 kcal mol-1) for the 1,2-hydride shift. This barrier is the consequence of the minimum energy conformation of this fluorenyl cation which is less than ideal for the periplanar geometry necessary for this process.