1049822-91-4Relevant academic research and scientific papers
Conformation as a protecting group: A regioselective aromatic bromination en route to complex π-electron systems
Guthrie, Daryl A.,Tovar, John D.
supporting information; experimental part, p. 4323 - 4326 (2009/06/06)
(Chemical Equation Presented) A new strategy to achieve regioselective functionalization of a sterically congested aromatic system driven by conformational demands is described. Electrophilic substitution occurs at the more planarizable subunit without undesired chemistry at mutually reactive sites and without the need for protecting or masking groups that must be manipulated later. Model studies are described to understand this selectivity, and possibilities for the construction of orthogonal, differentially substituted π-systems of relevance for molecular electronics are demonstrated.
