Quantifying through-space charge transfer dynamics in π-coupled molecular systems

Nature Communications

Volumn 3, Issue , 2012, Pages

  Batra, Arunabh ^a   Kladnik, Gregor ^b,c   Vázquez, Héctor ^a   Meisner, Jeffrey S ^d   Floreano, Luca ^c   Nuckolls, Colin ^d   Cvetko, Dean ^b,c   Morgante, Alberto ^c,e   Venkataraman, Latha ^a  

^a Columbia University ^*  (United States)

^b UNIVERSITY OF LJUBLJANA   (Slovenia)

^c LABORATORIO TASC   (Italy)

^d Och Spine at New York Presbyterian Hospitals   (United States)

^e UNIVERSITY OF TRIESTE   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

PARACYCLOPHANE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CROSS COUPLING REACTION; MOLECULAR DYNAMICS; MOLECULAR INTERACTION; NEAR EDGE X RAY ABSORPTION FINE STRUCTURE SPECTROSCOPY; QUANTITATIVE ANALYSIS; RESONANT PHOTOEMISSION SPECTROSCOPY; SPECTROSCOPY; X RAY PHOTOEMISSION SPECTROSCOPY;

EID: 84866996396     PISSN: None     EISSN: 20411723     Source Type: Journal    
DOI: 10.1038/ncomms2083     Document Type: Article

References (46)

1. Hoffmann, R. Interaction of orbitals through space and through bonds. Acc. Chem. Res. 4, 1-9 (1971).
2. Scholes, G. D. & Rumbles, G. Excitons in nanoscale systems. Nat. Mater. 5, 683-696 (2006). (Pubitemid 44320320)
3. Nakano, T. Synthesis, structure and function of pi-stacked polymers. Polymer J. 42, 103-123 (2010).
4. Slinker, J. D., Muren, N. B., Renfrew, S. E. & Barton, J. K. DNA charge transport over 34 nm. Nat. Chem. 3, 228-233 (2011).
5. Toshikazu, H. Conjugated systems composed of transition metals and redox-active π-conjugated ligands. Coord. Chem. Rev. 226, 81-91 (2002).
6. Ohta, T. et al. Interlayer interaction and electronic screening in multilayer graphene investigated with angle-resolved photoemission spectroscopy. Phys. Rev. Lett. 98 (2007).
7. Schneebeli, S. T. et al. Single-molecule conductance through multiple pi-pi-stacked benzene rings determined with direct electrode-to-benzene ring connections. J. Am. Chem. Soc. 133, 2136-2139 (2011).
8. Zyss, J. et al. Through-space charge transfer and nonlinear optical properties of substituted paracyclophane. J. Am. Chem. Soc. 122, 11956-11962 (2000).
9. Sirringhaus, H. et al. Two-dimensional charge transport in self-organized, high-mobility conjugated polymers. Nature 401, 685-688 (1999).
10. Günes, S., Neugebauer, H. & Sariciftci, N. S. Conjugated polymer-based organic solar cells. Chem. Rev. 107, 1324-1338 (2007). (Pubitemid 46736541)
11. Kim, D. H., Jang, Y., Park, Y. D. & Cho, K. Surface-induced conformational changes in poly(3-hexylthiophene) monolayer films. Langmuir 21, 3203-3206 (2005). (Pubitemid 40538323)
12. Peumans, P., Uchida, S. & Forrest, S. R. Efficient bulk heterojunction photovoltaic cells using small-molecular-weight organic thin films. Nature 425, 158-162 (2003). (Pubitemid 37150889)
13. Mayer, A. C., Lloyd, M. T., Herman, D. J., Kasen, T. G. & Malliaras, G. G. Postfabrication annealing of pentacene-based photovoltaic cells. Applied Phys. Lett. 85, 6272-6274 (2004). (Pubitemid 40817899)
14. Don Park, Y., Lim, J. A., Lee, H. S. & Cho, K. Interface engineering in organic transistors. Mat. Today 10, 46-54 (2007). (Pubitemid 46329552)
15. Scifo, L. et al. Probing the electronic properties of self-organized poly(3-dodecylthiophene) monolayers by two-dimensional scanning tunneling spectroscopy imaging at the single chain scale. Nano Lett. 6, 1711-1718 (2006). (Pubitemid 44327536)
16. Tretiak, S., Zhang, W. M., Chernyak, V. & Mukamel, S. Excitonic couplings and electronic coherence in bridged naphthalene dimers. Proc. Natl Acad. Sci. USA 96, 13003-13008 (1999).
17. Björneholm, O., Nilsson, A., Sandell, A., Hernnäs, B. & Mrtensson, N. Determination of time scales for charge-transfer screening in physisorbed molecules. Phys. Rev. Lett. 68, 1892-1895 (1992).
18. Ohno, M. Deexcitation processes in adsorbates. Phys. Rev. B 50, 2566-2575 (1994).
19. Karis, O. et al. One-step and two-step description of deexcitation processes in weakly interacting systems. Phys. Rev. Lett. 76, 1380-1383 (1996). (Pubitemid 126586123)
20. Björneholm, O. et al. Femtosecond dissociation of core-excited HCl monitored by frequency detuning. Phys. Rev. Lett. 79, 3150-3153 (1997). (Pubitemid 127624736)
21. Schnadt, J. et al. Experimental evidence for sub-3-fs charge transfer from an aromatic adsorbate to a semiconductor. Nature 418, 620-623 (2002).
22. Bruhwiler, P. A., Karis, O. & Martensson, N. Charge-transfer dynamics studied using resonant core spectroscopies. Rev. Modern Phys. 74, 703-740 (2002).
23. Fohlisch, A. et al. Direct observation of electron dynamics in the attosecond domain. Nature 436, 373-376 (2005). (Pubitemid 41059044)
24. Menzel, D. Ultrafast charge transfer at surfaces accessed by core electron spectroscopies. Chem. Soc. Rev. 37, 2212-2223 (2008).
25. Britton, A. J., Rienzo, A., O'Shea, J. N. & Schulte, K. Charge transfer between the Au(111) surface and adsorbed C(60): resonant photoemission and new core-hole decay channels. J. Chem. Phys. 133, 094705 (2010).
26. Hamoudi, H. et al. Orbital-dependent charge transfer dynamics in conjugated self-assembled monolayers. Phys. Rev. Lett. 107, 027801 (2011).
27. Chen, W. et al. Effect of functional group (Fluorine) of aromatic thiols on electron transfer at the molecule-metal interface. J. Am. Chem. Soc. 128, 935-939 (2005). (Pubitemid 43153824)
28. Dell'Angela, M. et al. Relating energy level alignment and amine-linked single molecule junction conductance. Nano Lett. 10, 2470-2474 (2010).
29. Vilmercati, P. et al. Mesoscopic donor-acceptor multilayer by ultrahigh-vacuum codeposition of Zn-tetraphenyl-porphyrin and C70. J. Am. Chem. Soc. 131, 644-652 (2008).
30. Schnadt, J., Schiessling, J. & Brühwiler, P. A. Comparison of the size of excitonic effects in molecular π systems as measured by core and valence spectroscopies. Chem. Phys. 312, 39-45 (2005). (Pubitemid 40417604)
31. Bachrach, S. M. DFT study of [2.2]-, [3.3]-, and [4.4]paracyclophanes: strain energy, conformations, and rotational barriers. J. Phys. Chem. A 115, 2396-2401 (2011).
32. Hunter, C. A. & Sanders, J. K. M. The nature of pi-pi interactions. J. Am. Chem. Soc. 112, 5525-5534 (1990).
33. Pasquarello, A., Hybertsen, M. S. & Car, R. Theory of Si 2p core-level shifts at the Si(001)-SiO\{2\} interface. Phys. Rev. B 53, 10942-10950 (1996).
34. Smith, N., Chen, C. & Weinert, M. Distance of the image plane from metal surfaces. Phys. Rev. B 40, 7565-7573 (1989).
35. Retzko, I. & Unger, W. E. S. Analysis of carbon materials by X-ray photoelectron spectroscopy and X-ray absorption spectroscopy. Adv. Eng. Mater. 5, 519-522 (2003).
36. Stöhr, J. NEXAFS Spectroscopy, xv, 403 p. (Springer-Verlag, 1992).
37. Nilsson, A. & Pettersson, L. G. M. Chemical bonding on surfaces probed by X-ray emission spectroscopy and density functional theory. Surf. Sci. Rep. 55, 49-167 (2004).
38. Zhu, X. Y. Electronic structure and electron dynamics at molecule-metal interfaces: implications for molecule-based electronics. Surf. Sci. Rep. 56, 1-83 (2004).
39. Coville, M. & Thomas, T. D. Molecular effects on inner-shell lifetimes: possible test of the one-center model of Auger decay. Phys. Rev. A 43, 6053-6056 (1991).
40. Maxwell, A. J., Brühwiler, P. A., Nilsson, A., Mårtensson, N. & Rudolf, P. Photoemission, autoionization, and X-ray-absorption spectroscopy of ultrathin-film C\{60\} on Au(110). Phys. Rev. B 49, 10717-10725 (1994).
41. Friedlein, R. et al. Ultra-fast charge transfer in organic electronic materials and at hybrid interfaces studied using the core-hole clock technique. J. Electron Spectrosc. Relat. Phenom. 183, 101-106 (2011).
42. Wurth, W. & Menzel, D. Decay channels of resonant and continuum core excitations in condensed ethylene and cyclohexane. J. Electron Spectrosc. Relat. Phenom. 62, 23-31 (1993).
43. Viani, L. et al. Theoretical characterization of charge transport in one-dimensional collinear arrays of organic conjugated molecules. Chem. Phys. Chem. 11, 1062-1068 (2010).
44. Floreano, L. et al. Performance of the grating-crystal monochromator of the ALOISA beamline at the Elettra Synchrotron. Rev. Sci. Instrum. 70, 3855-3864 (1999). (Pubitemid 129589016)
45. Cvetko, D. et al. Compact He beam scattering apparatus for surface studies. Meas. Sci. Technol. 3, 997 (1992).
46. Vilmercati, P., Cvetko, D., Cossaro, A. & Morgante, A. Heterostructured organic interfaces probed by resonant photoemission. Surf. Sci. 603, 1542-1556 (2009).