Molecular machines operated by light

• Authors: Alberto Credi , Margherita Venturi
• Languages of publication: EN

Abstracts

EN

The bottom-up construction and operation of machines and motors of molecular size is a topic of great interest in nanoscience, and a fascinating challenge of nanotechnology. Researchers in this field are stimulated and inspired by the outstanding progress of molecular biology that has begun to reveal the secrets of the natural nanomachines which constitute the material base of life. Like their macroscopic counterparts, nanoscale machines need energy to operate. Most molecular motors of the biological world are fueled by chemical reactions, but research in the last fifteen years has demonstrated that light energy can be used to power nanomachines by exploiting photochemical processes in appropriately designed artificial systems. As a matter of fact, light excitation exhibits several advantages with regard to the operation of the machine, and can also be used to monitor its state through spectroscopic methods. In this review we will illustrate the design principles at the basis of photochemically driven molecular machines, and we will describe a few examples based on rotaxane-type structures investigated in our laboratories. [...]

Keywords

EN

Molecular device; Nanoscience; Photochemistry; Rotaxane; Supramolecular Chemistry

• Publisher: De Gruyter Open
• Journal: Open Chemistry
• Year: 2008
• Volume: 6
• Issue: 3
• Pages: 325-339

Dates

published

1 - 9 - 2008

online

11 - 8 - 2008

Contributors

author

Alberto Credi

• Dipartimento di Chimica “G. Ciamician”, Università di Bologna, Via Selmi 2, 40126, Bologna, Italy

author

Margherita Venturi

• Dipartimento di Chimica “G. Ciamician”, Università di Bologna, Via Selmi 2, 40126, Bologna, Italy

References

• [1] ITRS Roadmap for Semiconductors, 2007 Edition, available at http://www.itrs.net (accessed April 2008)
• [2] S. A. Edwards, The Nanotech Pioneers, Wiley-VCH, Weinheim, Germany (2006)
• [3] S.E. Thompson, S. Parthasarathy, Mater. Today, 9, 20 (2006) http://dx.doi.org/10.1016/S1369-7021(06)71539-5[Crossref]
• [4] R. P. Feynman, Eng. Sci., 23, 22 (1960) (See also: http://www.feynmanonline.com)
• [5] J.-M. Lehn, Proc. Natl. Acad. Sci. USA, 99, 4763 (2002) http://dx.doi.org/10.1073/pnas.072065599[Crossref]
• [6] Molecular Motors (Ed.: M. Schliwa), Wiley-VCH, Weinheim (2003)
• [7] D. S. Goodsell, Bionanotechnology - Lessons from Nature, Wiley, Hoboken (2004)
• [8] R. A. L. Jones, Soft Machines - Nanotechnology and life, OUP, Oxford (2005)
• [9] S. Shinkai, T. Nakaji, T. Ogawa, K. Shigematsu, O. Manabe, J. Am. Chem. Soc, 103, 111 (1981) http://dx.doi.org/10.1021/ja00391a021[Crossref]
• [10] H. Iwamura, K. Mislow, Acc. Chem. Res., 21, 175 (1988) http://dx.doi.org/10.1021/ar00148a007[Crossref]
• [11] S. Shinkai, M. Ikeda, A. Sugasaki, M. Takeuchi, Acc. Chem. Res., 34, 494 (2001) http://dx.doi.org/10.1021/ar000177y[Crossref]
• [12] T. C. Bedard, J. S. Moore, J. Am. Chem. Soc., 117, 10662 (1995) http://dx.doi.org/10.1021/ja00148a008[Crossref]
• [13] T. A. V. Khuong, J. E. Nunez, C. E. Godinez, M. A. Garcia-Garibay, Acc. Chem. Res., 39, 413 (2006) http://dx.doi.org/10.1021/ar0680217[Crossref]
• [14] K. Skopek, M. C. Hershberger, J. A. Gladysz, Coord. Chem. Rev., 251, 1723 (2007) http://dx.doi.org/10.1016/j.ccr.2006.12.015[Crossref]
• [15] N. Koga, Y. Kawada, H. Iwamura, J. Am. Chem. Soc., 105, 5498 (1983) http://dx.doi.org/10.1021/ja00354a063[Crossref]
• [16] T. R. Kelly, M. C. Bowyer, K. V. Bhaskar, D. Bebbington, A. Garcia, F. Lang, M.-H. Kim, M.P. Jette, J. Am. Chem. Soc., 116, 3657 (1994) http://dx.doi.org/10.1021/ja00087a085[Crossref]
• [17] T. Muraoka, K. Kinbara, T. Aida, Nature, 440, 512 (2006) http://dx.doi.org/10.1038/nature04635[Crossref]
• [18] T. R. Kelly, Acc. Chem. Res., 34, 514 (2001) http://dx.doi.org/10.1021/ar000167x[Crossref]
• [19] N. Koumura, R. W. J. Zijlstra, R. A. van Delden, N. Harada, B. L. Feringa, Nature, 401, 152 (1999) http://dx.doi.org/10.1038/43646[Crossref]
• [20] A. Bissell, E. Córdova, A. E. Kaifer, J. F. Stoddart, Nature, 369, 133 (1994) http://dx.doi.org/10.1038/369133a0[Crossref]
• [21] J. D. Badjic, V. Balzani, A. Credi, S. Silvi, J. F. Stoddart, Science, 303, 1845 (2004) http://dx.doi.org/10.1126/science.1094791[Crossref]
• [22] M. C. Jiménez-Molero, C. Dietrich-Buchecker, J.-P. Sauvage, Angew. Chem. Int. Ed., 39, 3284 (2000) http://dx.doi.org/10.1002/1521-3773(20000915)39:18<3284::AID-ANIE3284>3.0.CO;2-7[Crossref]
• [23] S. Saha, K. C.-F. Leug, T. D. Nguyen, J. F. Stoddart, J. I. Zink, Adv. Funct. Mater., 17, 685 (2007) http://dx.doi.org/10.1002/adfm.200600989[Crossref]
• [24] P. Thordarson, E. J. A. Bijsterveld, A. E. Rowan, R. J. M. Nolte, Nature, 424, 915 (2003) http://dx.doi.org/10.1038/nature01925[Crossref]
• [25] W. B. Sherman, N. C. Seeman, Nano Lett., 4, 1203 (2004) http://dx.doi.org/10.1021/nl049527q[Crossref]
• [26] Y. Tian, Y. He, Y. Chen, P. Yin, C. Mao, Angew. Chem. Int. Ed., 44, 4355 (2005) http://dx.doi.org/10.1002/anie.200500703[Crossref]
• [27] Y. J. Bath, S. J. Green, A. J. Turberfield, Angew. Chem. Int. Ed., 44, 4358 (2005) http://dx.doi.org/10.1002/anie.200501262[Crossref]
• [28] Y. Shirai, J. F. Morin, T. Sasaki, J. M. Guerrero, J. M. Tour, Chem. Soc. Rev., 35, 1043 (2006) http://dx.doi.org/10.1039/b514700j[Crossref]
• [29] W. F. Paxton, A. Sen, T. E. Mallouk, Chem. Eur. J., 11, 6462 (2005) and references therein http://dx.doi.org/10.1002/chem.200500167[Crossref]
• [30] J. Vicario, R. Eelkema, W. R. Browne, A. Meetsma, R. M. La Crois, B. L. Feringa, Chem. Commun., 3936 (2005) [Crossref]
• [31] V. Balzani, A. Credi, F. M. Raymo, J. F. Stoddart, Angew. Chem. Int. Ed., 39, 3348 (2000) http://dx.doi.org/10.1002/1521-3773(20001002)39:19<3348::AID-ANIE3348>3.0.CO;2-X[Crossref]
• [32] Acc. Chem. Res., 2001, 34(6); special issue on Molecular Machines (Ed.: J. F. Stoddart)
• [33] Struct. Bond., 2001, 99; special volume on Molecular Machines and Motors (Ed.: J.-P. Sauvage)
• [34] A. H. Flood, R. J. A. Ramirez, W. Q. Deng, R. P. Muller, W. A. Goddard, J. F. Stoddart, Aust. J. Chem., 57, 301 (2004) http://dx.doi.org/10.1071/CH03307[Crossref]
• [35] Top. Curr. Chem. 2005, 262; special volume on Molecular Machines (Ed.: T. R. Kelly)
• [36] J.-P. Sauvage, Chem. Commun., 1507 (2005) [Crossref]
• [37] G. S. Kottas, L. I. Clarke, D. Horinek, J. Michl, Chem. Rev., 105, 1281 (2005) http://dx.doi.org/10.1021/cr0300993[Crossref]
• [38] K. Kinbara, T. Aida, Chem. Rev., 105, 1377 (2005) http://dx.doi.org/10.1021/cr030071r[Crossref]
• [39] F. C. Simmel, W. U. Dittmer, Small, 1, 284 (2005) http://dx.doi.org/10.1002/smll.200400111[Crossref]
• [40] H. Tian, Q.-C. Wang, Chem. Soc. Rev., 35, 361 (2006) http://dx.doi.org/10.1039/b512178g[Crossref]
• [41] Org. Biomol. Chem., 2006, 4(18); special issue (Ed.: I. Willner) on DNA-based Nanoarchitectures and Nanomachines
• [42] A. Credi, Aust. J. Chem., 59, 157 (2006) http://dx.doi.org/10.1071/CH06025[Crossref]
• [43] W. R. Browne, B. L. Feringa, Nat. Nanotech., 1, 25 (2006) http://dx.doi.org/10.1038/nnano.2006.45[Crossref]
• [44] E. R. Kay, D. A. Leigh, F. Zerbetto, Angew. Chem. Int. Ed., 46, 72 (2007) http://dx.doi.org/10.1002/anie.200504313[Crossref]
• [45] Adv. Funct. Mater., 2007, 17(5); special issue (Eds.: A. Credi, H. Tian) on Molecular Machines and Switches
• [46] A. Mateo-Alonso, D. M. Guldi, F. Paolucci, M. Prato, Angew. Chem. Int. Ed., 46, 8120 (2007) http://dx.doi.org/10.1002/anie.200702725[Crossref]
• [47] V. Balzani, A. Credi, M. Venturi, Molecular Devices and Machines - Concepts and Perspectives for the Nanoworld, Wiley-VCH, Weinheim (2008)
• [48] The direct linkage of macroscopic and nanoscale attributes, irrespective of whether there exists a scientific basis for the linkage, has been referred to as ‘nanomapping’. See: T. Coffey, J. Krim, Phys. Rev. Lett., 96, 186104 (2006) http://dx.doi.org/10.1103/PhysRevLett.96.186104[Crossref]
• [49] Molecular Switches, 2nd Ed. (Ed. B. L. Feringa), Wiley-VCH, Weinheim (2008)
• [50] Ref. [47], Chapter 8
• [51] J. V. Hernandez, E. R. Kay, D. A. Leigh, Science, 306, 1532 (2004) http://dx.doi.org/10.1126/science.1103949[Crossref]
• [52] V. Balzani, A. Credi, M. Venturi, Chem. Eur. J., 14, 26 (2008) http://dx.doi.org/10.1002/chem.200701397[Crossref]
• [53] V. Balzani, Photochem. Photobiol. Sci., 2, 479 (2003) http://dx.doi.org/10.1039/b300075n[Crossref]
• [54] M. Marcaccio, F. Paolucci, S. Roffia, in Trends in Molecular Electrochemistry (Eds. A. J. L. Pombeiro, C. Amatore), Dekker, New York (2004) p. 223
• [55] J. R. Lakowicz, Principles of Fluorescence Spectroscopy, Third Edition, Springer, New York (2006).
• [56] N. Armaroli, V. Balzani, Angew. Chem. Int. Ed., 46, 52 (2007) http://dx.doi.org/10.1002/anie.200602373[Crossref]
• [57] G. Steinberg-Yfrach, J.-L. Rigaud, E. N. Durantini, A. L. Moore, D. Gust, T. A. Moore, Nature, 392, 479 (1998) http://dx.doi.org/10.1038/33116[Crossref]
• [58] Catenanes, Rotaxanes and Knots (Eds.: J.-P. Sauvage, C. Dietrich-Buchecker), Wiley-VCH, Weinheim (1999)
• [59] V. Balzani, A. Credi, M. Venturi, Proc. Natl. Acad. Sci. USA, 99, 4814 (2002) http://dx.doi.org/10.1073/pnas.022631599[Crossref]
• [60] P. Thordarson, R. J. M. Nolte, A. E. Rowan, Aust. J. Chem., 57, 323 (2004) and references therein http://dx.doi.org/10.1071/CH03302[Crossref]
• [61] Photochromism: Molecules and Systems, (Eds.: H. Dürr, H. Bouas-Laurent), Elsevier, Amsterdam (2003)
• [62] A. Cembran, F. Bernardi, M. Garavelli, L. Gagliardi, G. Orlandi, J. Am. Chem. Soc., 126, 3234 (2004) and references therein http://dx.doi.org/10.1021/ja038327y[Crossref]
• [63] M. Irie, M. Kato, J. Am. Chem. Soc., 107, 1024 (1985) http://dx.doi.org/10.1021/ja00290a045[Crossref]
• [64] M. M. Pollard, M. Klok, D. Pijper, B. L. Feringa, Adv. Funct. Mater., 17, 718 (2007) and references therein http://dx.doi.org/10.1002/adfm.200601025[Crossref]
• [65] B. L. Feringa, J. Org. Chem., 72, 6635 (2007) and references therein http://dx.doi.org/10.1021/jo070394d[Crossref]
• [66] I. Willner, V. Pardo-Yssar, E. Katz, K. T. Ranjit, J. Electroanal. Chem., 497, 172 (2001) http://dx.doi.org/10.1016/S0022-0728(00)00455-1[Crossref]
• [67] C. A. Stanier, S. J. Alderman, T. D. W. Claridge, H. L. Anderson, Angew. Chem. Int. Ed., 41, 1769 (2002) http://dx.doi.org/10.1002/1521-3773(20020517)41:10<1769::AID-ANIE1769>3.0.CO;2-N[Crossref]
• [68] D.-H. Qu, Q.-C. Wang, X. Ma, H. Tian, Chem. Eur. J., 11, 5929 (2005) http://dx.doi.org/10.1002/chem.200401313[Crossref]
• [69] H. Murakami, A. Kawabuchi, R. Matsumoto, T. Ido, N. Nakashima, J. Am. Chem. Soc., 127, 15891 (2005) http://dx.doi.org/10.1021/ja053690l[Crossref]
• [70] V. Balzani, A. Credi, F. Marchioni, J. F. Stoddart, Chem. Commun., 1861 (2001)
• [71] Electron Transfer in Chemistry (Ed.: V. Balzani), Wiley-VCH, Weinheim (2001) Vols. 1–5
• [72] R. Ballardini, V. Balzani, M. T. Gandolfi, L. Prodi, M. Venturi, D. Philp, H. G. Ricketts, J. F. Stoddart, Angew. Chem. Int. Ed. Engl., 32, 1301 (1993) http://dx.doi.org/10.1002/anie.199313011[Crossref]
• [73] P. R. Ashton, R. Ballardini, V. Balzani, S. E. Boyd, A. Credi, M. T. Gandolfi, M. Gómez-López, S. Iqbal, D. Philp, J. A. Preece, L. Prodi, H. G. Ricketts, J. F. Stoddart, M. S. Tolley, M. Venturi, A. J. P. White, D. J. Williams, Chem. Eur. J., 3, 152 (1997) http://dx.doi.org/10.1002/chem.19970030123[Crossref]
• [74] A. C. Benniston, A. Harriman, D. S. Yufit, Angew. Chem. Int. Ed. Engl., 36, 2356 (1997) http://dx.doi.org/10.1002/anie.199723561[Crossref]
• [75] P. R. Ashton, R. Ballardini, V. Balzani, E. C. Constable, A. Credi, O. Kocian, S. J. Langford, J. A: Preece, L. Prodi, E. R. Schofield, N. Spencer, J. F. Stoddart, S. Wenger, Chem. Eur. J., 4, 2413 (1998) http://dx.doi.org/10.1002/(SICI)1521-3765(19981204)4:12<2413::AID-CHEM2413>3.0.CO;2-A[Crossref]
• [76] P. R. Ashton, V. Balzani, O. Kocian, L. Prodi, N. Spencer, J. F. Stoddart, J. Am. Chem. Soc., 120, 11190 (1998) http://dx.doi.org/10.1021/ja981889a[Crossref]
• [77] S. Saha, E. Johansson, A. H. Flood, H.-R. Tseng, J. I. Zink, J. F. Stoddart, Chem. Eur. J., 11, 6846 (2005) http://dx.doi.org/10.1002/chem.200500371[Crossref]
• [78] P. R. Ashton, R. Ballardini, V. Balzani, A. Credi, R. Dress, E. Ishow, C. J. Kleverlaan, O. Kocian, J. A. Preece, N. Spencer, J. F. Stoddart, M. Venturi, S. Wenger, Chem. Eur. J., 6, 3558 (2000) http://dx.doi.org/10.1002/1521-3765(20001002)6:19<3558::AID-CHEM3558>3.0.CO;2-M[Crossref]
• [79] V. Balzani, M. Clemente-León, A. Credi, B. Ferrer, M. Venturi, A. H. Flood, J. F. Stoddart, Proc. Natl. Acad. Sci. USA, 103, 1178 (2006) http://dx.doi.org/10.1073/pnas.0509011103[Crossref]
• [80] For a related example of a photochemically driven molecular shuttle, see: A. M. Brouwer, C. Frochot, F. G. Gatti, D. A. Leigh, L. Mottier, F. Paolucci, S. Roffia, G. W. H. Wurpel, Science, 291, 2124 (2001) http://dx.doi.org/10.1126/science.1057886[Crossref]
• [81] P. Raiteri, G. Bussi, C. S. Cucinotta, A. Credi, J. F. Stoddart, M. Parrinello, Angew. Chem. Int. Ed., 47, 3536 (2008) http://dx.doi.org/10.1002/anie.200705207[Crossref]
• [82] V. Balzani, M. Clemente-León, A. Credi, M. Semeraro, M. Venturi, H.-R. Tseng, S. Wenger, S. Saha, J. F. Stoddart, Aust. J. Chem., 59, 193 (2006) http://dx.doi.org/10.1071/CH06019[Crossref]
• [83] G. J. E. Davidson, S. J. Loeb, P. Passaniti, S. Silvi, A. Credi, Chem. Eur. J., 12, 3233 (2006) http://dx.doi.org/10.1002/chem.200501237[Crossref]
• [84] G. Rogez, B. Ferrer Ribera, A. Credi, R. Ballardini, M. T. Gandolfi, V. Balzani, Y. Liu, B. H. Northrop, J. F. Stoddart, J. Am. Chem. Soc., 129, 4633 (2007) http://dx.doi.org/10.1021/ja067739e[Crossref]
• [85] B. Ferrer, G. Rogez, A. Credi, R. Ballardini, M. T. Gandolfi, V. Balzani, Y. Liu, H.-R. Tseng, J. F. Stoddart, Proc. Natl. Acad. Sci. USA, 103, 18411 (2006) http://dx.doi.org/10.1073/pnas.0606459103[Crossref]
• [86] S. Saha, A. H. Flood, J. F. Stoddart, S. Impellizzeri, S. Silvi, M. Venturi, A. Credi, J. Am. Chem. Soc., 129, 12159 (2007) http://dx.doi.org/10.1021/ja0724590[Crossref]
• [87] D. Gust, T. A. Moore, A. L. Moore, Acc. Chem. Res., 34, 40 (2001) http://dx.doi.org/10.1021/ar9801301[Crossref]
• [88] V. Balzani, A. Credi, M. Venturi, ChemSusChem, 1, 26 (2008) and references therein http://dx.doi.org/10.1002/cssc.200700087[Crossref]
• [89] E. R. Kay, D. A. Leigh, Nature, 440, 286 (2006) http://dx.doi.org/10.1038/440286b[Crossref]
• [90] S. Silvi, A. Arduini, A. Pochini, A. Secchi, M. Tomasulo, F. M. Raymo, M. Baroncini, A. Credi, J. Am. Chem. Soc., 129, 13378 (2007) http://dx.doi.org/10.1021/ja0753851[Crossref]
• [91] A. Credi, S. Dumas, S. Silvi, M. Venturi, A. Arduini, A. Pochini, A. Secchi, J. Org. Chem., 69, 5881 (2004) http://dx.doi.org/10.1021/jo0494127[Crossref]
• [92] J. T. C. Wojtyk, A. Wasey, N.-N. Xiao, P. M. Kazmaier, S. Hoz, C. Yu, R. P. Lemieux, E. Buncel, J. Phys. Chem. A, 111, 2511 (2007) http://dx.doi.org/10.1021/jp068575r[Crossref]
• [93] F. M. Raymo, S. Giordani, A. J. P. White, D. J. Williams, J. Org. Chem., 68, 4158 (2003) http://dx.doi.org/10.1021/jo0340455[Crossref]
• [94] F. M. Raymo, R. J. Alvarado, S. Giordani, M. A. Cejas, J. Am. Chem. Soc., 125, 2361 (2003) http://dx.doi.org/10.1021/ja027977j[Crossref]
• [95] V. Balzani, A. Credi, M. Venturi, ChemPhysChem, 9, 202 (2008) http://dx.doi.org/10.1002/cphc.200700528[Crossref]
• [96] M. Clemente-León, A. Credi, M.-V. Martínez-Díaz, C. Mingotaud, J. F. Stoddart, Adv. Mater., 18, 1291 (2006) and references therein http://dx.doi.org/10.1002/adma.200502265[Crossref]
• [97] A. N. Shipway, I. Willner, Acc. Chem. Res., 34, 421 (2001) http://dx.doi.org/10.1021/ar000180h[Crossref]
• [98] R. A. van Delden, M. K. J. ter Wiel, M. M. Pollard, J. Vicario, N. Koumura, B. L. Feringa, Nature, 437, 1337 (2005) http://dx.doi.org/10.1038/nature04127[Crossref]
• [99] M. M. Pollard, M. Lubomska, P. Rudolf, B. L. Feringa, Angew. Chem. Int. Ed., 46, 1278 (2007) http://dx.doi.org/10.1002/anie.200603618[Crossref]
• [100] T. J. Huang, H.-R. Tseng, L. Sha, W. X. Lu, B. Brough, A. H. Flood, B. D. Yu, P. C. Celestre, J. P. Chang, J. F. Stoddart, C. M. Ho, Nano Lett., 4, 2065 (2004) http://dx.doi.org/10.1021/nl035099x[Crossref]
• [101] M. Cavallini, F. Biscarini, S. Leon, F. Zerbetto, G. Bottari, D. A. Leigh, Science, 299, 531 (2003) http://dx.doi.org/10.1126/science.1078012[Crossref]
• [102] R. Eelkema, M. M. Pollard, J. Vicario, N. Katsonis, B. S. Ramon, C. W. M. Bastiaansen, D. J. Broer, B. L. Feringa, Nature, 440, 163 (2006) http://dx.doi.org/10.1038/440163a[Crossref]
• [103] I. Aprahamian, T. Yasuda, T. Ikeda, S. Saha, W. R. Dichtel, K. Isoda, T. Kato, J. F Stoddart, Angew. Chem. Int. Ed., 46, 4675 (2007) http://dx.doi.org/10.1002/anie.200700305[Crossref]
• [104] E. D. Baranoff, J. Voignier, T. Yasuda, V. Heitz, J.-P. Sauvage, T. Kato, Angew. Chem. Int. Ed., 46, 4680 (2007) http://dx.doi.org/10.1002/anie.200700308[Crossref]
• [105] D. Pijper, B. L. Feringa, Angew. Chem. Int. Ed., 46, 3693 (2007) http://dx.doi.org/10.1002/anie.200604941[Crossref]
• [106] A. Koçer, M. Walko, W. Meijberg, B. L. Feringa, Science, 309, 755 (2005) http://dx.doi.org/10.1126/science.1114760[Crossref]
• [107] M. Álvaro, B. Ferrer, H. García, E. J. Palomares, V. Balzani, A. Credi, M. Venturi, J. F. Stoddart, S. Wenger, J. 2003Phys. Chem. B, 107, 14319 (2003) http://dx.doi.org/10.1021/jp034844r[Crossref]
• [108] J. Berná, D. A. Leigh, M. Lubomska, S. M. Mendoza, E. M. Pérez, P. Rudolf, G. Teobaldi, F. Zerbetto, Nat. Mater., 4, 704 (2005) http://dx.doi.org/10.1038/nmat1455[Crossref]
• [109] Y. Liu, A. H. Flood, P. A. Bonvallet, S. A. Vignon, B. H. Northrop, H.-R. Tseng, J. O. Jeppesen, T. J. Huang, B. Brough, M. Baller, S. Magonov, S. D. Solares, W. A. Goddard, C. M. Ho, J. F. Stoddart, J. Am. Chem Soc., 127, 9745 (2005) http://dx.doi.org/10.1021/ja051088p[Crossref]

Identifiers

DOI

10.2478/s11532-008-0033-4