Professional Documents
Culture Documents
Biochemistry Week 1
Biochemistry Week 1
Biochemistry
CHEM 461
Week 1
Non-covalent Interactions
Bilkent University
Department of Chemistry
R'
Hydrogen Bonding O H N R H O
Weak Hydrogen Bonds R'
H
F F CH-π, CH-O, OH-π, etc. R'
O H
Halogen Bonding F I N R
R'
F F
π-π Stacking
M+
Solid State Solution
Cation-π Interaction
X-
F F
Anion-π Interaction F F Function
F F
Hydrogen Bonding: IUPAC Definition
D⋅⋅⋅X-Y :
Ø Crystal Engineering
Ø Liquid Crystals
Ø Control the structural and physical properties of
conducting and magnetic materials
Ø Separation of isomers
Ø Supramolecular control on the reactivity in solid state
Ø Optimize the binding of ligands in a receptor, molecular
folding and other biopharmacological properties
Ø Catalysis
Ø Anion Binding Receptors
Halogen Bonding in MEK1 Kinase Inhibitors
Ø π-π interactions
Ø Complexation occurs in solution as well
Ø Ka = 8600 ± 500 M-1 in toluene (NMR titration)
≈20-50 kj mol-1
First experimental evidence in 2004
Reviews on Anion-π Interac.ons:
Angew. Chem. Int. Ed. 2011, 50, 9564.
Johnson, D. W. et al. Inorg. Chem. Front. 2014, 1, 35.
Chem. Commun. 2006, 506.
R Ka (M-1)
R
N Me 60
H
Ph 30
NH HN
H 4-N3-Ph 40
N
R 4-NO2-Ph 140