1049822-46-9Relevant academic research and scientific papers
Organic halogenation chemistry as a vital tool for the construction of functional π-conjugated materials
Tovar, John D.
, p. 2387 - 2391 (2011)
Recent and ongoing efforts by the Tovar research group to exploit organic halogenation chemistry for the development of complex organic electronic materials are described. Standard synthetic approaches involving free-radical and electrophilic reaction pathways are presented along with strategies that use ionizable protons or triazenes as masking groups for aromatic halides. Forward synthetic processes that highlight the extended chemistry that can be applied to these halogenated substrates to give complex π-conjugated molecules are also discussed. The examples presented are specific to work from the groups laboratories, but the halogenation procedures are sufficiently general to be suitable for use on many other conjugated frameworks. Georg Thieme Verlag Stuttgart New York.
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.
