CHEM251 Group and Ligand Assignments for Synthesis and Characterization Group # Group 1 — Students Linda Cho and Katie Guye ligand DPPZ complex [Ru(bpy)2(DPPZ)](PF6)2 Group 2 — Rachael Kahlin and Julia Heer L-allox [Ru(bpy)2(L-allox)](PF6)2 Group 3 — Julie Han and Bingqing Li L-amino [Ru(bpy)2(L-amino)](PF6)2 Group 4 — Alicia Makepeace and Misha Sims L-keto [Ru(bpy)2(L-keto)](PF6)2 Group 5 — Terry Huh and Maria Nam L-keto [Ru(bpy)2(L-keto)](PF6)2 Group 6 — Anna Kalinsky and Janielle Vidal L-keto (to make L-aap) [Ru(bpy)2(L-aap)](PF6)2 Group 7— Chloe Baumann and Sara Kim L-UN (to make L-alap) [Ru(bpy)2(L-alap)](PF6)2 ‘Group’ 8 — Alexandra Kirsch L-tallox (thioalloxazine) [Ru(bpy)2(L-tallox)](PF6)2 Ligand name on Ru complex DPPZ Structure General reaction: L-allox L-amino L-keto L-aap L-UN L-alap CHEM251 Ligand Syntheses Ligand name on Ru complex DPPZ L-allox L-amino L-keto L-aap L-UN L-alap Ligand Synthesis room temperature, overnight MeOH 2 hour reflux room temperature, overnight room temperature overnight made from L-keto ligand room temperature, overnight made from L-UN ligand when Start 9/12 Isolate 9/13 Do All on Thurs. Sept 13 Start 9/12 Isolate 9/13 Start 9/12 Isolate 9/13 Start 9/12 Isolate 9/13 Start 9/12 Isolate 9/13 Start 9/12 Isolate 9/13 Structure Reagents All reactions dissolved in MeOH (15 mL) use “phen-dione” Diamine . Diamine solvent MeOH H2SO4 MeOH (20 mL) H2SO4 ½ .H2SO4 H2O , pH 10 (15 mL) H2O , pH 10 (15 mL) . made from L-keto ligand made from L-UN ligand MeOH (15 mL) CHEM251 General Ligand Synthesis Procedure (except for L-allox; see below) Reaction scale is 2.0 mmol using reagents in an equimolar ratio. Phen dione is dissolved in 15 mL MeOH. Diamine reagent is dissolved in either MeOH or water made basic with dilute NaOH (see chart for which). Two reagent solutions combined in round bottom flask. Mixture is stirred overnight. Product is isolated by filtration (Hirsch funnel, filter paper). Product is washed with water, methanol and diethylether. L-allox synthesis procedure Reaction scale is 2.0 mmol using reagents in an equimolar ratio. Both reagents are dissolved in 25 mL MeOH. Reaction mixture if heated to reflux for two hours. Product is isolated by filtration (Hirsch funnel, filter paper). Product is washed with water, methanol and diethylether. Before arriving to lab you will need: Calculated masses of reagents. Prepared labbook