Autoresolution of Segregated and Mixed p-n Stacks by Stereoselective Supramolecular Polymerization in Solution.
A "chirality driven self-sorting" strategy is introduced for the controlled supramolecular organization of donor (D) and acceptor (A) molecules in multicomponent assemblies. The trans-1,2-bis(amido)cyclohexane (trans-BAC) has been identified as a supramolecular motif with strong homochiral recognition to direct this chirality controlled assembly process of enantiomers in solution. Stereoselective supramolecular polymerization of trans-BAC appended naphthalene diimide monomers (NDIs) has been probed in detail by spectroscopic and mechanistic investigations. This chirality-driven self-sorting design of enantiomeric components also offers to realize mixed and segregated D-A stacks by supramolecular co-assembly of the NDI acceptors with trans-BAC appended dialkoxynaphthalene (DAN) donor monomers. Such an unprecedented chirality control on D-A organization paves the way for the creation of supramolecular p-n nanostructures with controlled molecular-level organization.
Supramolecular Chemistry Laboratory, New Chemistry Unit, Jawaharlal Nehru Centre for Advanced Scientific Research (JNCASR), Jakkur P.O., Bangalore 560064 (India).
Bhawani
B
Narayan
Chemistry and Physics of Materials Unit, JNCASR, Jakkur, Bangalore 560064 (India).
Karteek K
KK
Bejagam
Chemistry and Physics of Materials Unit, JNCASR, Jakkur, Bangalore 560064 (India).
Sundaram
S
Balasubramanian
Supramolecular Chemistry Laboratory, New Chemistry Unit, Jawaharlal Nehru Centre for Advanced Scientific Research (JNCASR), Jakkur P.O., Bangalore 560064 (India). george@jncasr.ac.in.
Subi J
SJ
George
autoresolution; charge-transfer; chirality; self-sorting; stereoselective supramolecular polymerization