Equilibrium, photophysical, photochemical and quantum chemical examination of anionic mercury(I) porphyrins

Journal of Porphyrins and Phthalocyanines

Volumn 13, Issue 8-9, 2009, Pages 910-926

  Valicsek, Zsolt ^a   Lendvay, György ^a,b   Horváth, Ottó ^a  

^a UNIVERSITY OF PANNONIA   (Hungary)

^b CHEMICAL RESEARCH CENTER   (Hungary)

Author keywords

B3LYP LANL2DZ TD DFT calculation; Bisporphyrins; Dimercury(I) porphyrins; Indirect LMCT; Out of plane position; Photophysics; Primary photochemistry; Sitting atop (SAT) characteristics; UV vis spectroscopy

Indexed keywords

EID: 70350334614     PISSN: 10884246     EISSN: None     Source Type: Journal    
DOI: 10.1142/s1088424609001261     Document Type: Article

References (136)

1. Horváth O, Huszánk R, Valicsek Z and Lendvay G. Coord. Chem. Rev. 2006; 250: 1792.
2. Barkigia KM, Berber MD, Fajer J, Medforth CJ, Renner MW and Smith KM. J. Am. Chem. Soc. 1990; 112: 8851.
3. Stanley KD, Luo L, de la Vega RL and Quirke JME. Inorg. Chem. 1993; 32: 1233.
4. Barnes J and Dorough G. J. Am. Chem. Soc. 1950; 72: 4045.
5. Grant C and Hambright P. J. Am. Chem. Soc. 1969; 91: 4195.
6. Hambright P. Coord. Chem. Rev. 1971; 6: 247.
7. Shamim A and Hambright P. J. Inorg. Nucl. Chem. 1980; 42: 1645.
8. Robinson LR and Hambright P. Inorg. Chem. 1992; 31: 652.
9. Tabata M. J. Mol. Liq. 1995; 65/66: 221.
10. Tabata M, Miyata W and Nahar N. Inorg. Chem. 1995; 34: 6492.
11. Haye SE and Hambright P. Inorg. Chem. 1984; 23: 4777.
12. Vilaplana RA and González-Vílchez F. J. Chem. Soc., Dalton Trans. 1993; 1779.
13. Hudson MF and Smith KM. J. Chem. Soc., Chem. Commun. 1973; 515.
14. Hudson MF and Smith KM. Tetrahedron Lett. 1974; 26: 2223.
15. Duchowski JK and Bocian DF. J. Am. Chem. Soc. 1990; 112: 8807.
16. Bilsel O, Rodriguez J, Milam SN, Gorlin PA, Girolami GS, Suslick KS and Holten D. J. Am. Chem. Soc. 1992; 114: 6528.
17. Wittmer LL and Holten D. J. Phys. Chem. 1996; 100: 860.
18. Ricciardi G, Rosa A, Baerends EJ and van Gisbergen SAJ. J. Am. Chem. Soc. 2002; 124: 12319.
19. Valicsek Z, Lendvay G and Horváth O. J. Phys. Chem. B. 2008; 112: 14509.
20. Ledon HJ and Bonnet M. J. Am. Chem. Soc. 1981; 103: 6209.
21. Knör G. Coord. Chem. Rev. 1998; 171: 61.
22. Horváth O, Valicsek Z and Vogler A. Inorg. Chem. Commun. 2004; 7: 854.
23. Valicsek Z, Horváth O and Stevenson KL. Photoch. Photobio. Sci. 2004; 3: 669.
24. Huszánk R and Horváth O. J. Chem. Soc., Chem. Commun. 2005; 224.
25. Valicsek Z and Horváth O. J. Photochem. Photobiol. A. 2007; 186: 1.
26. Huszánk R, Lendvay G and Horváth O. J. Biol. Inorg. Chem. 2007; 12: 681.
27. Fleischer EB and Wang JH. J. Am. Chem. Soc. 1960; 82: 3498.
28. Treibs A. Liebigs Ann. Chem. 1969; 728: 115.
29. Abraham RJ, Hawkes GE, Hudson MF and Smith KM. J. Chem. Soc., Perkin Trans. 2 1975; 205.
30. Hove E and Horrocks WD. J. Am. Chem. Soc. 1978; 100: 4386.
31. Barkigia KM, Fajer J, Adler AD and Williams GJB. Inorg. Chem. 1980; 19: 2057.
32. Shelnutt JA, Song X-Z, Ma J-G, Jia S-L, Jentzen W and Medforth CJ. Chem. Soc. Rev. 1998; 27: 31.
33. Callot HJ, Chevrier B and Weiss R. J. Am. Chem. Soc. 1979; 101: 7729.
34. Gouterman M. In The Porphyrins, Vol.3, Dolphin D. (Ed.) Academic Press: New York, 1978.
35. Corwin AH. J. Am. Chem. Soc. 1963; 85: 3621.
36. Valicsek Z, Huszánk R, Lendvay G and Horváth O. Manuscript in preparation.
37. Nahar N and Tabata M. J. Porphyrins Phthalocyanines 1998; 2: 397.
38. Nyarko E and Tabata M. J. Porphyrins Phthalocyanines 2001; 5: 873.
39. Fleischer EB, Palmer JM, Srivastava TS and Chatterjee A. J. Am. Chem. Soc. 1971; 93: 3162.
40. Baker H, Hambright P and Ross L. Inorg. Chem. 1973; 12: 2200.
41. Harriman A. Coord. Chem. Rev. 1979; 28: 147.
42. Kalyanasundaram K and Grätzel M. Helv. Chim. Acta 1980; 63: 478.
43. Kalyanasundaram K. In Photochemistry of Polypyridine and Porphyrin Complexes, Academic Press: New York, 1992.
44. Itoh JI, Yotsuyanagi T and Aomura K. Anal. Chim. Acta 1975; 74: 53.
45. Tabata M and Tanaka M. J. Chem. Soc., Chem. Commun. 1985; 42.
46. Kalyanasundaram K and Neumann-Spallart M. J. Phys. Chem. 1982; 86: 5163.
47. Tabata M and Tanaka M. J. Chem. Soc., Dalton Trans. 1983; 1955.
48. Tabata M and Ozutsumi K. Bull. Chem. Soc. Jpn. 1992; 65: 1438.
49. Horváth O, Ford PC and Vogler A. Inorg. Chem. 1993; 32: 2614.
50. Kunkely H, Horváth O and Vogler A. Coord. Chem. Rev. 1997; 159: 85.
51. Peintler G, Nagypál I, Jancsó A, Epstein IR and Kustin K. J. Phys. Chem. 1997; 101: 8013.
52. Zékány L and Nagypál I. In Computational Methods for Determination of Formation Constants, Legget OJ. (Ed.) Plenum Press: New York, 1985, Chapter 8.
53. Zékány L, Nagypál I and Peintler G. PSEQUAD for Chemical Equilibria Technical Sofware distributors, 1991.
54. Zékány L, Nagypál I and Peintler G. Manual for PSEQUAD Version 5.01, University of Szeged and University of Debrecen: Hungary, 2001.
55. IUPAC Stability Constants of Metal-Ion Complexes, Part A: Inorganic Ligands, compiled by Erik Högfeldt, IUPAC Chemical Data Series No. 21, Pergamon Press: 1982.
56. Peintler G. Reference Manual ZITA Version 4.1 A Comprehensive Program Package for Fitting Parameters of Chemical Reaction Mechanisms, Attila József University: Szeged, Hungary, 1997.
57. Rabek JF. In Experimental Methods in Photochemistry and Photophysics, Wiley-Interscience Publication, John Wiley & Sons Ltd.: 1982.
58. Demas JN. In Excited State Lifetime Measurements, Academic Press Inc.: 1983.
59. Wilhelm E, Battino R and Wilcock RJ. Chem. Rev. 1977; 77: 219.
60. Murov SL. In Handbook of Photochemistry, Marcel Dekker: New York, 1973.
61. Hohenberg P and Kohn W. Phys. Rev. 1964; 136: B864.
62. Kohn W and Sham LJ. Phys. Rev. 1965; A1133.
63. The Challenge of d and f Electrons, Salahub DR and Zerner MC. (Eds.) ACS: Washington DC, 1989.
64. Density-Functional Theory of Atoms and Molecules, Parr RG and Wang W. (Eds.), Oxford University Press: Oxford, 1989.
65. Becke A. Phys. Rev. 1988; A38: 3098.
66. Lee C, Yang W and Parr RG. Phys. Rev. 1988; B37: 785.
67. Becke AD. J. Chem. Phys. 1993; 98: 5648.
68. Dunning TH and Hay PJ. In Modern Theoretical Chemistry, Schaefer III HF. (Ed.), Plenum Press: New York, 1976; 3:1.
69. Hay PJ and Wadt WR. J. Chem. Phys. 1985; 82: 270.
70. Wadt WR and Hay PJ. J. Chem. Phys. 1985; 82: 284.
71. Hay PJ and Wadt WR. J. Chem. Phys. 1985; 82: 299.
72. Facelli JC. J. Phys. Chem. B. 1998; 102: 2111.
73. Dunietz BD, Dreuw A and Head-Gordon M. J. Phys. Chem. B 2003; 107: 5623.
74. Yamaki T and Nobusada K. J. Phys. Chem. A. 2003; 107: 2351.
75. Gaussian 03 Revision E.01, Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Montgomery Jr. JA, Vreven T, Kudin KN, Burant JC, Millam JM, Iyengar SS, Tomasi J, Barone V, Mennucci B, Cossi M, Scalmani G, Rega N, Petersson GA, Nakatsuji H, Hada M, Ehara M, Toyota K, Fukuda R, Hasegawa J, Ishida M, Nakajima T, Honda Y, Kitao O, Nakai H, Klene M, Li X, Knox JE, Hratchian HP, Cross JB, Bakken V, Adamo C, Jaramillo J, Gomperts R, Stratmann RE, Yazyev O, Austin AJ, Cammi R, Pomelli C, Ochterski JW, Ayala PY, Morokuma K, Voth GA, Salvador P, Dannenberg JJ, Zakrzewski VG, Dapprich S, Daniels AD, Strain MC, Farkas O, Malick DK, Rabuck AD, Raghavachari K, Foresman JB, Ortiz JV, Cui Q, Baboul AG, Clifford S, Cioslowski J, Stefanov BB, Liu G, Liashenko A, Piskorz P, Komaromi I, Martin RL, Fox DJ, Keith T, Al-Laham MA, Peng CY, Nanayakkara A, Challacombe M, Gill PMW, Johnson B, Chen W, Wong MW, Gonzalez C and Pople JA, Gaussian Inc. Wallingford CT, 2004.
76. Bauernschmitt R and Ahlrichs R. Chem. Phys. Lett. 1996; 256: 454.
77. Casida M, Jamorski C, Casida KC and Salahub DR. J. Chem. Phys. 1998; 108: 4439.
78. Stratmann RE, Scuseria GE and Frisch MJ. J. Chem. Phys. 1998; 109: 8218.
79. Baerends EJ, Ricciardi G, Rosa A and van Gisbergen SJA. Coord. Chem. Rev. 2002; 230: 5.
80. Aspuru-Guzik A, El Akramine O, Grossman JC and Lester WA Jr. J. Chem. Phys. 2004; 120: 3049.
81. Adler AD, Longo FR, Kampas F and Kim J. J. Inorg. Nucl. Chem. 1970; 32: 2443.
82. Adler AD, Longo FR and Varadi V. Inorg. Synth. 1976; 16: 213.
83. Baker H, Hambright P and Wagner L. J. Am. Chem. Soc. 1973; 95: 5942.
84. Hambright P and Chock PB. J. Am. Chem. Soc. 1974; 96: 3123.
85. Shamim A and Hambright P. Inorg. Chem. 1980; 19: 564.
86. Robinson LR and Hambright P. Inorg. Chim. Acta 1991; 185: 17.
87. Sutter TPG and Hambright P. Inorg. Chem. 1992; 31: 5089.
88. Self RH and Hambright P. J. Porphyrins Phthalocyanines 2000; 4: 256.
89. Shannon RD. Acta Cryst. 1976; A32: 751.
90. Smith KM and Lai JJ. Tetrahedron Lett. 1980; 21: 433.
91. Giraudeau A, Louati A, Callot HJ and Gross M. Inorg. Chem. 1981; 20: 769.
92. Suga T, Isoda S and Kobayashi T. J. Porphyrins Phthalocyanines 1999; 3: 397.
93. Lai J-J, Khademi S, Meyer Jr EF, Cullen DL and Smith KM. J. Porphyrins Phthalocyanines 2001; 5: 621.
94. Okoh JM, Bowles N and Krishnamurthy M. Polyhedron 1984; 3: 1077.
95. Dawson DY and Arnold J. J. Porphyrins Phthalocyanines 1997; 1: 121.
96. Tabata M, Nishimoto J, Ogata A, Kusano T and Nahar N. Bull. Chem. Soc. Jpn. 1996; 69: 673.
97. Jamin ME and Iwamoto RT. Inorg. Chim. Acta, 1978; 27: 135.
98. Langley R, Hambright P and Williams RFX. Inorg. Chim. Acta 1985; 104: L25.
99. Okoh JM and Krishnamurthy M. Inorg. Chim. Acta 1991; 189: 233.
100. Funahashi S, Inada Y and Inamo M. Anal. Sci. 2001; 17: 917.
101. Inada Y, Sugimoto Y, Nakano Y and Funahashi S. Chem. Lett. 1996; 881.
102. Shelnutt JA. J. Porphyrins Phthalocyanines 2001; 5: 300.
103. Haddad RE, Gazeau S, Pécaut J, Marchon J-C, Medforth CJ and Shelnutt JA. J. Am. Chem. Soc. 2003; 125: 1253.
104. Song Y, Haddad RE, Jia S-L, Hok S, Olmstead MM, Nurco DJ, Schore NE, Zhang J, Ma J-G, Smith KM, Gazeau S, Pécaut J, Marchon J-C, Medforth CJ and Shelnutt JA. J. Am. Chem. Soc. 2005; 127: 1179.
105. Platt JR. J. Opt. Soc. Amer. 1953; 43: 252
106. Gouterman M. J. Chem. Phys. 1959; 30: 1139.
107. Gouterman M, Wagnière GH and Snyder LC. J. Mol. Spect. 1963; 11: 108.
108. Spanjaard C and Berthier G. J. Chim. Phys. Physicochim. Biol. 1961; 58: 169.
109. Chantrell SJ, McAuliffe CA, Munn RW and Pratt AC. Coord. Chem. Rev. 1975; 16: 259.
110. Seybold P and Gouterman M. J. Mol. Spect. 1969; 31: 1.
111. Gouterman M and Stryer LJ. Chem. Phys. 1962; 37: 2260.
112. Fonda HN, Gilbert JV, Cormier RA, Sprague JR, Kamioka K and Connolly JS. J. Phys. Chem. 1993; 97: 7024.
113. Harriman A. J. Chem. Soc., Faraday Trans. I. 1980; 76: 1978.
114. Harriman A. J. Chem. Soc., Faraday Trans. I. 1981; 77: 369.
115. Bajema L, Gouterman M and Rose CB. J. Mol. Spect. 1971; 39: 421.
116. Prendergast K and Spiro TG. J. Phys. Chem. 1991; 95: 9728. 117.
117. Balch AL. Coord. Chem. Rev. 2000; 200-202: 349.
118. Evans B, Smith KM and Cavaleiro JAS. J. Chem. Soc., Perkin Trans. 1 1978; 768.
119. Smith KM, Brown SB, Troxler RF and Lai JJ. Tetrahedron Lett. 1980; 21: 2763.
120. Mack J, Stillman MJ and Kobayashi N. Coord. Chem. Rev. 2007; 251: 429.
121. Nguyen KA, Day PN, Pachter R, Tretiak S, Chernyak V and Mukamel S. J. Phys. Chem. A. 2002; 106: 10285.
122. Fateley WG, Golish FR, McDevitt NT and Bentley FF. Infrared and Raman Selection Rules for Molecular and Lattice Vibrations: The Correlation Methods, Wiley-Intersciences: New York, 1972.
123. Song X, Jentzen W, Jia S-L, Jaquinod L, Nurco DJ, Medforth CJ, Smith KM and Shelnutt JA. J. Am. Chem. Soc. 1996; 118: 12975.
124. Jentzen W, Unger E, Song X-Z, Jia S-L, Turowska- Tyrk I, Schweitzer-Stenner R, Dreybrodt W, Scheidt WR and Shelnutt JA. J. Phys. Chem. A. 1997; 101: 5789.
125. Vitasovic M, Gouterman M and Linschitz H. J. Porphyrins Phthalocyanines 2001; 5: 191.
126. Nguyen KA, Day PN and Pachter R. J. Phys. Chem. A 1999; 103: 9378.
127. Kobayashi N. J. Porphyrins Phthalocyanines 2000; 4: 377.
128. Wertsching AK, Koch AS and DiMagno SG. J. Am. Chem. Soc. 2001; 123: 3932.
129. Weinkauf JR, Cooper SW, Schweiger A and Wamser CC. J. Phys. Chem. A. 2003; 107: 3486.
130. Tsai H-HG and Simpson MC. J. Phys. Chem. A. 2004; 108: 1224.
131. Cramariuc O, Hukka TI and Rantala TT. J. Phys. Chem. A. 2004; 108: 9435.
132. Ryeng H and Ghosh A. J. Am. Chem. Soc. 2002; 124: 8099.
133. Barkigia KM, Chantranupong L, Smith KM and Fajer J. J. Am. Chem. Soc. 1988; 110: 7566.
134. Wasbotten IH, Wondimagegn T and Ghosh A. J. Am. Chem. Soc. 2002; 124: 8104.
135. Mack J, Asano Y, Kobayashi N and Stillman MJ. J. Am. Chem. Soc. 2005; 127: 17697.
136. Jimenez HR, Julve M and Faus J. J. Chem. Soc., Dalton Trans. 1991; 8: 1945.