Experimental and quantum-chemical studies of1H, 13C and15N NMR coordination shifts in Pd(II) and Pt(II) chloride complexes with methyl and phenyl derivatives of 2,2′-bipyridine and 1,10-phenanthroline

Magnetic Resonance in Chemistry

Volumn 45, Issue 12, 2007, Pages 1045-1058

  Pazderski, Leszek ^a   Toušek, Jaromír ^b   Sitkowski, Jerzy ^c,d   Kozerski, Lech ^c,d   Szłyk, Edward ^a  

^a NICOLAUS COPERNICUS UNIVERSITY   (Poland)

^b MASARYK UNIVERSITY   (Czech Republic)

^c NATIONAL MEDICINES INSTITUTE   (Poland)

^d INSTITUTE OF ORGANIC CHEMISTRY   (Poland)

Author keywords

1,10 phenanthroline; 2,2 bipyridine; 13C; 15N; 1H; NMR; NMR coordination shifts; Palladium complexes; Platinum complexes; Quantum chemical NMR calculations

Indexed keywords

CHEMICAL SHIFT; CHLORINE COMPOUNDS; ORGANOMETALLICS; PALLADIUM COMPOUNDS; PLATINUM COMPOUNDS; QUANTUM CHEMISTRY; SHIELDING;

1,10-PHENANTHROLINE; 13C; 15N; 1H; 2,2′-BIPYRIDINE; BIPYRIDINES; NMR COORDINATION SHIFT; PALLADIUM COMPLEXES; PHENANTHROLINES; PLATINUM COMPLEXES; QUANTUM CHEMICAL; QUANTUM-CHEMICAL NMR CALCULATION;

LIGANDS;

EID: 37149012255     PISSN: 07491581     EISSN: 1097458X     Source Type: Journal    
DOI: 10.1002/mrc.2104     Document Type: Article

References (116)

1. Anbei J, Krüger C, Pfeil B. Acta Crystallogr., Sect. C 1987; 43: 2334.
2. Gaballa A, Wagner C, Schmidt H, Steinborn D. Z. Anorg. Allg. Chem. 2003; 629: 703.
3. Coyer MJ, Herber RH, Cohen S. Acta Crystallogr., Sect. C 1991; 47:1376.
4. Connick WB, Marsh RE, Schaefer WP, Gray HB. Inorg. Chem. 1997; 36: 913.
5. Marsh RE. Acta Crystallogr., Sect. A 1994; 50: 450.
6. Achar S, Catalano VJ. Polyhedron 1997; 16:1555.
7. Chan SC, Chan MCW, Wang Y, Che CM, Cheung KK, Zhu N. Chem. Eur. J. 2001; 7:4180.
8. Lang H, del Villar A, Walfort B, Rheinwald G. J. Organomet. Chem. 2003; 682:155.
9. Stückl AC, Klement U, Range KJ. Z. Kristallogr. 1993; 208: 302,
10. WehmanP, Dol GC, Moorman ER, Kamer PCJ, van Leeuwen PWNM, Fraanje J, Goubitz K. Organometallics 1994; 13: 4856.
11. Cusumano M, di Pietro ML, Giannetto A, Nicolo F, Rotondo E. Inorg. Chem. 1998; 37: 563.
12. Brodie CR, Turner P, Wheate NJ, Aldrich-Wright JR. Acta Crystallogr. Sect. E 2006; 62: m3137.
13. Fanizzi FP, Natile G, Lanfranchi M, Tiripicchio A, Laschi F, Zanello P. Inorg. Chem. 1996; 35: 3173.
14. Törnroos KW. Acta Crystallogr., Sect. C 1995; 51: 238.
15. Nishida J, Maruyama A, Iwata T, Yamashita Y. Chem. Lett. 2005; 34: 592.
16. Cambridge Structural Database. Cambridge Crystallographic Data Centre: Cambridge, 2007.
17. Yamazaki S. Bull. Chem. Soc. Jpn. 1987; 60:1155.
18. Milani B, Corso G, Zangrando E, Randaccio L, Mestroni G. Eur. J. Inorg. Chem. 1999; 2085.
19. Milani B, Marson A, Zangrando E, Mestroni G, Ernsting JM, Elsevier CJ. Inorg. Chim. Acta 2002; 327:188.
20. Milani B, Marson A, Scarel A, Mestroni G, Ernsting JM, Elsevier CJ. Organometallics 2004; 23:1974.
21. Garrone R, Romano AM, Santi R, Millini R. Organometallics 1998; 17:4519.
22. Foley SR, Stockland RA, Shen H, Jordan RF. J. Am. Chem. Soc. 2003; 125: 4350.
23. Anbalagan V. J. Coord. Chem. 2003; 56:161.
24. Sokolenko VA, Bondarenko VS, Korniets ED, Kovrova NB. Izv. Akad. Nauk SSSR, Ser. Khim. 1988; 1692.
25. Bondarenko VS, Korniets ED, Sokolenko VA, Kovrova NB, Kovtonyuk NP. Zh. Neorg. Khim. 1989; 34:1541.
26. Yang L, Wimmer FL, Wimmer S, Zhao J, Braterman PS. J. Organomet. Chem. 1996; 525:1.
27. Curnmings SD, Eisenberg R. J. Am. Chem. Soc. 1996; 118:1949.
28. Kamath SS, Uma V, Srivastawa TS. Inorg. Chim. Acta 1989; 161: 49.
29. Yin X, Moss JR. J. Organomet. Chem. 1998; 557: 259.
30. Kuimova MK, Melnikov MYa, Weinstein JA, Georg MW. J. Chem. Soc., Dalton Trans. 2002; 2857.
31. Rotondo E, Bruschetta G, Bruno G, Rotondo A, di Pietro ML, ,Cusumano M. Eur. J. Inorg. Chem. 2003; 2612.
32. Santi R, Romano AM, Garrone R, Millini R. J., Organomet. Chem. 1998; 566: 37.
33. Pazderski L, Szłyk E, Sitkowski J, Kamieński B, Kozerski L, Toušek J, Marek R. Magn. Reson. Chem. 2006; 44:163.
34. Nakamoto K. Infrared and Raman Spectra of Inorganic and Coordination Compounds. Theory and Applications in Inorganic Chemistry (5th edn), part A. Wiley: New York, 1997; 346.
35. Strukl JS, Walter JL. Spectrochim. Acta, Part A 1971; 27: 223.
36. Dholakia S, Gillard RD, Wimmer FL. Polyhedron 1985; 4: 791.
37. Kolosova IE, Kuznetsov VI, Shitova NB, Yurchenko EN. Koord. Khim. 1988; 14:1672.
38. Chakravorti MC, Subrahmanyan GVB. Polyhedron 1992; 11: 3191.
39. Kukushkin YuN, Sedova GN, Belyaev AN, Konovalov LV. Zh. Neorg. Khim. 1980; 25:1036.
40. Hoggard PE, Albin M. Inorg. Chem. 1981; 20: 4413.
41. Bruce DW, Donnio B, Maggs AA, Marsden JR. Inorg. Chim. Acta 1991; 188: 41.
42. Konovalov LV, Kukushkin VYu, Belskii VK, Konovalov VE. Zh. Neorg. Khim. 1990; 35:1523.
43. Falvello LR, Garde R, Miqueleiz EM, Tomas M, Urriolabeitia EP. Inorg. Chim. Acta 1997; 264: 297.
44. Herber RH, Croft M, Coyer MJ, Bilash B, Sahiner A. Inorg. Chem. 1994; 33: 2422.
45. Makedonas C, Mitsopoulou CA. Spectrochim. Acta, Part A 2006; 64: 918.
46. Demidov VN, Kukushkin YuN, Vedeneeva LN. Zh. Obshch. Khim. 1988; 58: 741.
47. Ditchfield R. Mol. Phys. 1974; 27: 789.
48. Autschbach J, Ziegler T. Encyclopedia of Nuclear Magnetic Resonance, Vol. 9 Advances in NMR. John Wiley & Sons: Chichester, 2002; 306.
49. Kaupp M, Malkin VG, Malkina OL, Salahub DR, Chem. Phys. Lett. 1995; 235: 382.
50. Kaupp M, Malkin VG, Malkina OL, Salahub DR. J. Am. Chem. Soc. 1995; 117:1851.
51. Strohmeier M, Orendt AM, Facelli JC, Solum MS, Pugmire RJ, Parry RW, Grant DM. J, Am. Chem. Soc. 1997; 119: 7114.
52. McMahon MT, deDios AC, Godbout N, Salzmann R, Laws DD, Le H, Havlin RH, Oldfield E. J. Am. Chem. Soc. 1998; 120: 4784.
53. Hay PJ, Wadt WR. J. Chem. Phys. 1985; 82: 270.
54. Wadt WR, Hay PJ. J. Chem. Phys. 1985; 82: 284.
55. Hay PJ, Wadt WR. J. Chem. Phys. 1985; 82: 299.
56. Barone V, Cossi M, Tomasi J. J. Chem. Phys. 1997; 107: 3210.
57. Cossi M, Scalmani G, Rega N, Barone V. J. Chem. Phys. 2002; 117: 43.
58. Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Montgomery JA Jr, 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, Kiene M, Li X, Knox JE, Hratchian HP, Cross JB, 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, Parkas 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 l, Martin RL, Fox DJ, Keith T, AlLaham MA, Peng CY, Nanayakkara A, Challacombe M, Gill PMW, Johnson B, Chen W, Wong MW, Gonzalez C, Pople JA. Gaussian 03, Revision B.05. Gaussian: Pittsburgh, 2003.
59. Pazderski L. Pol. J. Chem. 2006; 80:1083.
60. Pazderski L, Toušek J, Sitkowski J, Kozerski L, Marek R, Szłyk E. Magn. Reson. Chem. 2007; 45: 24.
61. Constable EC, Léese TA. J. Organomet. Chem. 1989; 363: 419.
62. Cinellu MA, Minghetti G, Pinna MV, Stoccoro S, Zueca A, Manassero M. J. Chem. Soc., Dalton Trans 2000; 1261.
63. Ivanov MA, Puzyk MV, Tkacheva TA, Balashev KP. Russ. J. Gen. Chem. 2006; 76:165.
64. Ivanov MA, Puzyk MV, Balashev KP. Russ. J. Gen. Chem. 2006; 76: 843.
65. Palanichamy K, Ontko AC. Inorg. Chim. Acta 2006; 359: 44.
66. Charlton RJ, Harris CM, Patil H, Stephenson NC. Inorg. Nucl. Chem. Lett. 1966; 2:409.
67. Handbook of Chemistry and Physics (85th edn). CRC Press: Boca-Raton, 2004-2005; Sect. 9, p 76; Sect. 10, p 168; Sect. 12, p 14.
68. Zuleta JA, Bevilacqua JM, Proserpio DM, Harvey PD, Eisenberg R. Inorg. Chem. 1992; 31: 2396.
69. Brodie CR, Collins JG, Aldrich-Wright JR. Dalton Trans. 2004; 1145.
70. Milani B, Alessio E, Mestroni G, Sommazzi A, Garbassi F, Zangrando E, Bresciani-Pahor N, Randaccio L. J. Chem. Soc., Dalton Trans. 1994; 1903.
71. Rashidi M, Nabavizadeh SM, Akbari A, Habibzadeh S. Organometallics 2005; 24: 2528.
72. Connick WB, Miskowski VM, Houlding VH, Gray HB. Inorg. Chem. 2000; 39: 2582.
73. Dungey KE, Thompson BD, Kane-Maguire NAP, Wright LL. Inorg. Chem. 2000; 39: 5192.
74. Anbalagan V, Srivastava TS. Polyhedron 1994; 13: 291.
75. Anbalagan V, Srivastava TS. Polyhedron 2004; 23: 3173.
76. Kamath SS, Uma V, Srivastava T. Inorg. Chim. Acta 1989; 166: 91.
77. Milani B, Anzilutti A, Vicentini L, Sessanta o Santi A, Zangrando E, Geremia S, Mestroni G. Organometallics 1997; 16: 5064.
78. Wehman P, Kaasjager VE, de Lange WGJ, Hartl F, Kamer PCJ, van Leeuwen PWNM, Fraanje J, Goubitz K. Organometallics 1995; 14: 3751.
79. Pomeranc D, Heitz V, Chambron JC, Sauvage JP. J. Am. Chem. Soc. 2001; 123:12215.
80. Jodry JJ, Frantz R, Lacour J. Inorg. Chem. 2004; 43: 3329.
81. Bergman SD, Frantz R, Gut D, Kol M, Lacour J. Chem. Commun. 2006; 850.
82. Lacour J, Jodry JJ, Ginglinger C, Torche-Haldimann S. Angew. Chem. Int. Ed. Engl. 1998; 37: 2379.
83. Huang TLJ, Brewer DG. Can. J. Chem. 1981; 59:1689.
84. Constable EC, Lewis J. Inorg. Chim. Acta 1983; 70: 251.
85. McClanahan SF, Dallinger RF, Holler FJ, Kincaid JR. J. Am. Chem. Soc. 1985; 107: 4853.
86. Ohsawa Y, De Armond MK, Hanck KW, Moreland CG. J. Am. Chem. Soc. 1985; 107: 5383.
87. Wacholtz WF, Auerbach RA, Schmehl RH. Inorg. Chem. 1987; 26: 2989.
88. Rutherford TJ, Keene FR. Inorg. Chem. 1997; 36: 2872.
89. Hoyle R, Sotomayor J, Will G, Fitzmaurice D. J. Phys. Chem. B 1997; 101:10791.
90. Lacour J, Goujon-Ginglinger C, Torche-Haldimann S, Jodry JJ. Angew. Chem. Int. Ed. Engl. 2000; 39: 3695.
91. Frantz R, Pinto A, Constant S, Bemardinelli G, Lacour J. Angew. Chem. Int. Ed. Engl. 2005; 44: 5060.
92. Bryant GM, Fergusson JE. Aust. J. Chem. 1971; 24:441.
93. Hamann TW, Gstrein F, Brunschwig BS, Lewis NS. J. Am. Chem. Soc. 2005; 127: 7815.
94. Saha B, Stanbury DM. Inorg. Chem. 2000; 39:1294.
95. Sarala R, Rabin SB, Stanbury DM. Inorg. Chem. 1991; 30: 3999.
96. Pettinari C, Marchetti F, Cingolani A, Troyanov SI, Drozdov A. Polyhedron 1998; 17:1677.
97. Belser P, von Zelewsky A. Helv. Chim. Acta 1980; 63:1675.
98. Xia H, Zhang C, Lu X, Qiu S, Lu P, Shen F, Zhang J, Ma Y. J. Phys. Chem. B 2004; 108: 3185.
99. Shen H, Jordan RF. Organometallics 2003; 22:1878.
100. Gerisch M, Bruhn C, Vyater A, Davies JA, Steinborn D. Organometallics 1998; 17: 3101.
101. Fuchita Y, Harada Y. Inorg. Chim. Acta 1993; 208: 43.
102. Durand J, Zangrando E, Stener M, Fronzoni G, Carfagna C, Binotti B, Kamer PCJ, Müller C, Caporali M, van Leeuwen PWNM, Vogt D, Milani B. Chem. Eur. J. 2006; 12: 7639.
103. Romeo R, Scolaro LM, Nastasi N, Arena G. Inorg. Chem. 1996; 35: 5087.
104. Cook MJ, Lewis AP, McAuliffe GSG. Org. Magn. Reson. 1984; 22: 388.
105. Frediani P, Bianchi M, Salvini A, Guarducci R, Carluccio LC, Piacenti F, Ianelli S, Nardelli M. J. Organomet. Chem. 1993; 463: 187.
106. Percec V, Barboiu B, Kim HJ. J. Am. Chem. Soc. 1998; 120: 305.
107. Heller M, Schubert US. J. Org. Chem. 2002; 23: 8269.
108. Rajalakshamanan E, Alexander V. Synth. Commun. 2005; 35: 891.
109. Szłyk E, Grodzicki A, Pazderski L, Wojtczak A, Charlas J, Wrzeszcz G, Sitkowski J, Kamieński B. J, Chem. Soc., Dalton Trans. 2000; 867.
110. Szłyk E, Pazderski L, Łakomska I, Surdykowski A, Glowiak T, Sitkowski J, Kozerski L. Polyhedron 2002; 21:343.
111. Weinstein JA, Tierney MT, Davies ES, Base K, Robeiro AA, Grinstaff MW. Inorg. Chem. 2006; 45: 4544.
112. Karplus M, Pople JA. J. Chem. Phys. 1963; 38: 2803.
113. Pople JA. Mol. Phys. 1964; 7: 301.
114. Witanowski M, Stefaniak L, Webb GA. Annu. Rep. NMR Spectrosc. 1986; 18: 76.
115. Marek R, Lyčka A. Curr. Org. Chem. 2002; 6: 35.
116. Marek R, Lyčka A, Kolehmainen E, Sievanen E, Tousek J. Curr. Org. Chem. 2007; 11:1154.