4:00pm - 5:00pm
Room 209 Havemeyer
New York, NY 10027
Bridging an aromatic system at its two most highly separated positions gives rise to an [n]cyclophane in which the aromatic system can be bent to varying degrees over its full length through modification of the bridge. Starting with benzene, one arrives at the [n]paracyclophanes, which have been thoroughly studied.1 Successive C10 annulations of benzene give rise to a series of PAHs (pyrene, peropyrene, teropyrene, etc.) that ultimately grow into narrow graphene nanoribbons.
Bridging each member of this series give rise to a series of [n]cyclophanes: the [n](2,7)py–‐ renophanes,2 the [n](2,9)pero–‐ pyrenophanes, the [n](2,11)tero–‐ pyrenophanes,3 etc. Each set of cyclophanes offers opportunities to learn about relationships between the chemical / physical properties of the aromatic system and the degree of deformation from planarity. Furthermore, as the aromatic system becomes larger it describes an increasingly large segment of a short armchair single–‐walled carbon nanotube (Vögtle belt).
This lecture will provide details of synthesis, chemistry and properties of the various [n]cyclophanes and the results of work aimed at using them as starting points for the synthesis of [n]cyclophanes with larger/broader PAHs.
Department of Chemistry, Columbia University, Havemeyer Hall, 3000 Broadway, New York, NY 10027, USA | 212-854-2202 | http://chem.columbia.edu/