Hydrogen-bond-mediated photoinduced electron-transfer: novel dimethylaniline-anthracene ensembles formed via Watson-Crick base-pairing.
The synthesis of a new, noncovalent anthracene-dimethylaniline dyad (ensemble I) held together via guanosine-cytidine Watson-Crick base-pairing interactions is reported. Upon excitation at 420 nm, photoinduced electron-transfer from the dimethylaniline donor to the singlet excited state of the anthracene acceptor occurs, as inferred from a combination of time-resolved fluorescence quenching and transient absorption measurements. In toluene at room temperature, the rate constants for photoinduced intraensemble electron-transfer and subsequent back-electron-transfer (charge recombination) are k(CS) = (3.5 +/- 0.03) x 10(10) s(-1) and k(CR) = (1.42 +/- 0.03) x 10(9) s(-1), respectively.
Sessler
J L
JL
Contribution from the Department of Chemistry and Biochemistry, University of Texas at Austin, Austin, Texas 78712, USA.
Sathiosatham
M
M
Brown
C T
CT
Rhodes
T A
TA
Wiederrecht
G
G
D000814:Aniline Compounds / Q000737:chemistry*; D000873:Anthracenes / Q000737:chemistry*; D020029:Base Pairing; D003562:Cytidine / Q000737:chemistry; D004579:Electron Transport; D006151:Guanosine / Q000737:chemistry; D006860:Hydrogen Bonding; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D010777:Photochemistry; D013050:Spectrometry, Fluorescence
D000814:Aniline Compounds; D000873:Anthracenes; D006151:Guanosine; D003562:Cytidine; C015157:N,N-dimethylaniline; C034020:anthracene