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[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
Published on: May 21, 2019
Ditopic halogen bonding with bipyrimidines and activated pyrimidines
Chideraa I Nwachukwu1, Leanna J Patton1, Nathan P Bowling2
1Chemistry Department, Missouri State University, 901 South National Avenue, Springfield, Missouri 65897, USA.
This study explores pyrimidines as halogen-bond acceptors, forming cocrystals with diiodotetrafluorobenzene. Bipyrimidines and activated pyrimidines demonstrate ditopic halogen-bond acceptor capabilities, leading to various cocrystal structures.
Area of Science:
- Crystal Engineering
- Supramolecular Chemistry
- Organic Chemistry
Background:
- Halogen bonding is a key non-covalent interaction in crystal engineering.
- Pyrimidines are versatile nitrogen-containing heterocycles with potential as halogen-bond acceptors.
- Understanding halogen-bond interactions is crucial for designing novel materials.
Purpose of the Study:
- To investigate the ditopic halogen-bond acceptor potential of pyrimidine derivatives.
- To explore the formation and structures of halogen-bonded cocrystals involving pyrimidines.
- To elucidate the role of pyrimidine structure in dictating cocrystal stoichiometry and assembly.
Main Methods:
- Cocrystallization experiments using pyrimidine derivatives and diiodotetrafluorobenzene.
- Single-crystal X-ray diffraction to determine the structures of the formed cocrystals.
- Analysis of halogen-bond interactions and supramolecular assembly.
Main Results:
- Bipyrimidines and activated pyrimidines function as ditopic halogen-bond acceptors.
- Formation of 1:1 and 2:1 halogen-bonded cocrystals with varying stoichiometries.
- The specific pyrimidine derivative and diiodotetrafluorobenzene isomer influence cocrystal formation.
Conclusions:
- Pyrimidine derivatives can effectively act as ditopic halogen-bond acceptors.
- The rational design of pyrimidine-based halogen-bonded cocrystals is achievable.
- This work expands the scope of halogen bonding in crystal engineering with nitrogen heterocycles.
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