Interactions with aromatic rings

Structure and Bonding

Volumn 115, Issue , 2005, Pages 149-193

  Tsuzuki, Seiji ^a  

^a NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGY AIST   (Japan)

Author keywords

Aromatic molecules; Basis set; Electron correlation; High level ab initio calculations; Intermolecular interaction

Indexed keywords

EID: 33748777939     PISSN: 00815993     EISSN: 16168550     Source Type: Book Series    
DOI: 10.1007/b135618     Document Type: Article

References (156)

1. Mayer EA, Castellano RK, Diederich F (2003) Angew Chem Int Ed Engl 42:1210
2. Adams H, Hunter CA, Lawson KR, Perkins J, Spey SE, Urch CJ, Sanderson JM (2001) Chem Eur J 7:4863
3. Hunter CA, Lawson KR, Perkins J, Urch CJ (2001) J Chem Soc Perkin Trans 2:651
4. Neusser HJ, Krause H (1994) Chem Rev 94:1829
5. Chalasinski G, Szczesniak MM (2000) Chem Rev 100:4227
6. Dunning TH Jr (2000) J Phys Chem A 104:9062
7. Tsuzuki S, Luthi HP (2001) J Chem Phys 114:3949
8. Tsuzuki S, Honda K, Uchimaru T, Mikami M, Tanabe K (2000) J Am Chem Soc 122:11450
9. Tsuzuki S, Honda K, Uchimaru T, Mikami M, Tanabe K (2002) J Am Chem Soc 124:104
10. Tsuzuki S, Honda K, Uchimaru T, Mikami M (2005) J Chem Phys 122:144323
11. Hobza P, Selzle HL, Schlag EW (1996) J Phys Chem 100:18790
12. Muller-Dethlefs K, Hobza P (2000) Chem Rev 100:143
13. Kim KS, Tarakeshwar P, Lee JY (2000) Chem Rev 100:4145
14. Ma JC, Dougherty DA (1997) Chem Rev 97:1303
15. Stone AJ (1996) Intermolecular forces. Clarendon, Oxford
16. Tsuzuki S, Honda K, Uchimaru T, Mikami M, Tanabe K (2000) J Am Chem Soc 122:3746
17. Tsuzuki S, Yoshida M, Uchimaru T, Mikami M (2001) J Phys Chem 105:769
18. Ransil BJ (1961) Chem Phys 34:2109
19. Boys SF, Bernardi F (1970) Mol Phys 19:553
20. Chalasinski G, Szczesniak MM (1994) Chem Rev 94:1723
21. Amos RD (1995) Cambridge Analytical Derivatives Package, issue 6. University of Cambridge, Cambridge, http://www-theor.ch.cam.ac.uk/software/ cadpac.html
22. Tsuzuki S, Uchimaru T, Tanabe K (1994) J Mol Struct (THEOCHEM) 307:107
23. Tsuzuki S, Uchimaru T, Mikami M, Tanabe K (1998) J Phys Chem A 102:2091
24. Amicangelo JC, Armentrout PB (2000) J Phys Chem A 104:11420
25. Cubero E, Luque FJ, Orozco M (1998) Proc Natl Acad Sci USA 95:5976
26. Tsuzuki S, Uchimaru T, Tanabe K, Yliniemela A (1996) J Mol Struct (THEOCHEM) 365:81
27. Feller DJ (1992) Chem Phys 96:610430
28. Dunning TH Jr (1989) J Chem Phys 90:1007
29. Woon DE, Dunning TH Jr (1993) J Chem Phys 98:1358
30. Tsuzuki S, Honda K, Uchimaru T, Mikami M (2004) J Chem Phys 120:647
31. Tsuzuki S, Honda K, Azumi R (2002) J Am Chem Soc 124:12200
32. Kristyan S, Pulay P (1993) Chem Phys Lett 229:175
33. Perez-Jorda J, Becke AD (1995) Chem Phys Lett 233:134
34. Hobza P, Spooner J, Reschel T (1995) J Comput Chem 16:1315
35. KitauraK, Morokuma K (1976) Int J Quantum Chem 10:325
36. Stone AJ (1993) Chem Phys Lett 211:101
37. Stone AJ (1985) Mol Phys 56:1047
38. Stone AJ (1985) Mol Phys 56:1065
39. Buckingham AD, Fowler PW (1983) J Chem Phys 79:6426
40. Buckingham AD, Fowler PW (1985) Can J Chem 63:2018
41. Janda KC, Hemminger JC, Winn JS, Novick SE, Harris SJ, Klemperer W (1975) J Chem Phys 63:1419
42. Steed JM, Dixon TA, Klemperer W (1979) J Chem Phys 70:4940
43. Arunan E, Gutowski HS (1993) J Chem Phys 98:4294
44. Scherzer W, Kratzschmar O, Selzle HL, Schlag EW (1992) Z Naturforsch A 47:1248
45. Karlstrom G, Linse P, Wallqvist A, Jonsson BJ (1983) Am Chem Soc 105:3777
46. Hobza P, Selzle HL, Schlag EW (1993) J Phys Chem 97:3937
47. Hobza P, Selzle HL, Schlag EW (1994) J Am Chem Soc 116:3500
48. Jaffe RL, Smith GD (1996) J Chem Phys 105:2780
49. Tsuzuki S, Uchimaru T, Mikami M, Tanabe K (1996) Chem Phys Lett 252:206
50. Spooner J, Hobza P (1997) Chem Phys Lett 267:263
51. Tsuzuki S, Uchimaru T, Matsumura K, Mikami M, Tanabe K (2000) Chem Phys Lett 319:547
52. Hopkins BW, Tschumper GS (2004) J Phys Chem A 108:2941
53. Grover JR, Walters EA, Hui ET (1987) J Phys Chem 91:3233
54. Krause H, Ernstberger B, Neusser HJ (1991) Chem Phys Lett 184:411
55. Sinnokrot MO, Valeev EV, Sherrill CD (2002) J Am Chem Soc 124:10887
56. Reyes A, Tlenkopatchev MA, Fomina L, Guadarrama P, Fomine S (2003) J Phys Chem A 107:7027
57. Tsuzuki S, Honda K, Uchimaru T, Mikami M (2002) J Chem Phys 117:11216
58. Price S, Stone AJ (1987) J Chem Phys 86:2859
59. Hunter CA, Sanders JKM (1990) J Am Chem Soc 112:5525
60. Sinnokrot MO, Sherrill CD (2004) J Am Chem Soc 126:7690
61. Gonzalez C, Lim EC (2000) J Phys Chem A 104:2953
62. Lee NK, Park S, Kim K (2002) J Chem Phys 116:7910
63. Walsh TR (2002) Chem Phys Lett 363:45
64. Fomine S, Tlenkopatchev M, Martinez S, Fomina L (2002) J Phys Chem A 106:3941
65. Chipot C, Jaffe R, Maigret B, Pearlman DA, Kollman PA (1996) J Am Chem Soc 118:11217
66. Gervasio FL, Chelli R, Procacci P, Shettino V (2002) J Phys Chem A 106:2945
67. Law KS, Schauer M, Bernstein ER (1984) J Chem Phys 81:4871
68. Ishikawa S, Ebata T, Ishikawa H, Inoue T, Mikami N (1996) J Phys Chem 100:10531
69. Ernstberger B, Krause H, Kiermeier A, Neusser HJ (1990) J Chem Phys 92:5285
70. Lee NK, Park S, Kim SK (2002) J Chem Phys 116:7902
71. Park H, Lee S (1999) Chem Phys Lett 301:487
72. Pejov L (2001) Chem Phys Lett 339:269
73. Suzuki S, Green PG, Bumagrner RE, Dasgupta S, Goddard WA III, Blake GA (1992) Science 275:942
74. Rodham DA, Suzuki S, Suenram RD, Lovas FJ, Dasgupta S, Goddard WA III, Blake GA (1993) Nature 362:735
75. Viswamitra MA, Radhakrishnan R, Bandekar J, Desiraju GR (1993) J Am Chem Soc 115:4868
76. Malone JF, Murray CM, Charlton MH, Docherty R, LaveryAJ (1997) J Chem Soc Faraday Trans 93:3429
77. Umezawa Y, Tsuboyama S, Takahashi H, Uzawa J, Nishio M (1999) Tetrahedron 55:10047
78. Gotch AJ, ZwierTS (1992) J Chem Phys 96:3388
79. Cheng B-M, Grover JR, Walters EA (1995) Chem Phys Lett 232:364
80. Courty A, Mons M, Dimicoli I, Piuzzi F, Gaigeot M-P, Brenner V, de Pujo P, Millie P (1998) J Phys Chem 102:6590
81. Feller D (1999) J Phys Chem A 103:7558
82. Bredas JL, Street GB (1989) J Chem Phys 90:7291
83. Cheny BV, Schulz MW (1990) J Phys Chem 94:6268
84. CheneyBV, Schulz MW, Cheney J, Richards WG (1988) J Am Chem Soc 100:4195
85. Gregory JK, Clary DC (1996) Mol Phys 88:33
86. Fredericks SY, JordanKD, ZwierTS (1996) J Phys Chem 100:7810
87. Kim KS, Lee JY, Choi HS, Kim J, Jang JH (1997) Chem Phys Lett 265:497
88. Tarakeshwar P, Choi HS, Lee SJ, Lee JY, Kim KS (1999) J Chem Phys 111:5838
89. Scheiner S, Kar T, Pattannayak J (2003) J Am Chem Soc 124:13257
90. Munoz MA, Galan M, Gomez L, Carmona C, Guardado P, Balon M (2003) Chem Phys 290:69
91. Carney JR, Hagemeister FC, ZwierTS (1998) J Chem Phys 108:3379
92. Carles S, Desfrancois C, Schermann JP, Smith DMA, Adamowicz L (2000) J Chem Phys 112:3726
93. Samanta U, Chakrabarti P, Chandrasekhar J (1998) J Phys Chem 102:8964
94. Tzeli D, Mavridis A, Xantheas SS (2000) J Chem Phys 112:1678
95. George L, Sanchez-Garcia E, Sander W (2003) J Phys Chem A 107:6850
96. Mons M, Dimicoli I, Tardivel B, Piuzzi F, Brenner V, Millie P (2002) Phys Chem Chem Phys 4:571
97. Tarakeshwar P, Choi HS, Kim KS (2001) J Am Chem Soc 123:3323
98. Duan G, Smith Jr VH, Weaver DF (1999) Chem Phys Lett 310:323
99. Duan G, Smith Jr VH, Weaver DF (2000) J Phys Chem A 104:4521
100. Cheng J, Kang C, Zhu W, Luo X, Puah CM, Chen K, Shen J, Jiang H (2003) J Org Chem 68:7490
101. Chowdhury PK, Sugawara K, Nakanaga T, Takeo H (1998) Chem Phys Lett 285:77
102. Braun J, Neusser HJ, Hobza P (2003) J Phys Chem A 107:3918
103. Nakanaga T, Buchhold K, Ito F (2002) Chem Phys 277:171
104. Zhu W-L, Tan X-J, Puah CM, Gu J-D, Jiang H-L, Chen K-X, Felder CE, Silman I, Sussman JL (2000) J Phys Chem A 104:9573.
105. Kodama Y, Nishihata K, Nishio M, Nagawawa N (1977) Tetrahedron Lett 2105
106. Nishio M, Hirota M, Umezawa Y (1998) The CH/π interaction. Wiley-VCH, New York
107. Hirota M, Takahata K, Nishio M, Nishihata K (1978) Bull Chem Soc Jpn 51:2358
108. Nakai Y, Yamamoto G, Oki M (1987) Chem Lett 89
109. Umezawa Y, Tsuboyama S, Honda K, Uzawa J, Nishio M (1998) Bull Chem Soc Jpn 71:1207
110. Umezawa Y, Nishio M (1998) Bioorg Med Chem 6:493
111. Takagi T, Tanaka A, Matsuo S, Maezaki H, TaniM, Fujiwara H, Sasaki Y (1987) J Chem Soc Perkin Trans 2:1015
112. Tsuzuki S, Honda K, Uchimaru T, Mikami M, Tanabe K (2002) J Phys Chem A 106:4423
113. Desiraju GR, Steiner T (1999) The weak hydrogen bond in structural chemistry and biology. Oxford University Press, Oxford
114. Sakaki S, Kato K, Miyazawa T, Musahi Y, Ohkubo K, IharaH, Hirayama C (1993) J Chem Soc Faraday Trans 89:659
115. Ribas J, Cubero E, Luque FJ, Orozco M (2002) J Org Chem 67:7057
116. Sundararajan K, Viswanathan KS, Kulkarni AD, Gadre SR (2002) J Mol Struct 613:209
117. Sundararajan K, Sankaran K, Viswanathan KS, Kulkarni AD, Gadre SR (2002) J Phys Chem A 106:1504
118. Novoa J, Mota F (2000) Chem Phys Lett 318:345
119. Ugozzoli F, Arduini A, Massera C, Pochini A, Secchi A (2002) New J Chem 26:1718
120. Takahashi O, Kohno Y, Saito K (2003) Chem Phys Lett 378:509
121. Fan M-F, Lin Z, McGrady JE, Mingos DMP (1996) J Chem Soc Perkin 2:563
122. Philp D, Robinson JMA (1998) J Chem Soc Perkin 2:1643
123. Tsuzuki S, Honda K, Uchimaru T, Mikami M, Tanabe K (1999) J Phys Chem A 103:8265
124. Liu T, Gu J, Tan X-J, Zhu W-L, Luo X-M, Jiang H-L, Ji R-Y, Chen K-X, Silman I, Sussman JL (2001) J Phys Chem 105:5431
125. Liu T, Gu J, Tan X-J, Zhu W-L, Luo X-M, Jiang H-L, Ji R-Y, Chen K-X, Silman I, Sussman JL (2002) J Phys Chem 106:157
126. Choi HS, Suh SB, Cho SJ, Kim KS (1998) Proc Natl Acad Sci USA 95:12094
127. Gallivan JP, Dougherty DA (1999) Proc Natl Acad Sci USA 96:9459
128. Minoux H, Chipot C (1999) J Am Chem Soc 121:10366
129. Gallivan JP, Dougherty DA (2000) J Am Chem Soc 122:870
130. Pletneva EV, Laederach AT, Fulton DB, Kostic NM (2001) J Am Chem Soc 123:6232
131. Shi ZS, Olson CA, Bell AJ, Kallenbach NR (2001) Biopolymers 60:366
132. Shi ZS, Olson CA, Kallenbach NR (2002) J Am Chem Soc 124:3284
133. Biot C, Buisine E, Kwasigroch JM, Wintjens R, Rooman M (2002) J Biol Chem 277:40816
134. Tsou LK, Tatko CD, Waters ML (2002) J Am Chem Soc 124:14917
135. Kim D, Hu S, Tarakeshwar P, Kim KS, Lisy JM (2003) J Phys Chem A 107:1228
136. Biot C, Buisine E, Rooman M (2003) J Am Chem Soc 125:13988
137. Mecozzi S, West P Jr, Dougherty DA (1996) J Am Chem Soc 118:2307
138. Mecozzi S, West P Jr, Dougherty DA (1996) Proc Natl Acad Sci USA 93:10566
139. Cubero E, Luque FJ, Orozco M (1998) Proc Natl Acad Sci USA 95:5976
140. Tsuzuki S, Uchimaru T, Mikami M (2003) J Phys Chem A 107:10414
141. TanXJ, Zhu WL, Cui M, Luo XM, GuJD, Silman I, Sussman JL, Jiang HL, Ji RY, Chem KX (2001) Chem Phys Lett 349:113
142. Zhu W, Liu T, Chem J, Luo X, Tan X, Puah CM, Jiang H, Chem K (2002) Chem Phys Lett 366:267
143. Cheng Y-H, Liu L, Fu Y, Chen R, Li X-S, Guo Q-X (2002) J Phys Chem A 106:11215
144. Zhu W, Tan X, Shen J, Luo X, Cheng F, Mok PC, Ji R, Chen K, Jiang H (2003) J Phys Chem A 107:2296
145. Patrick CR, Prosser GS (1960) Nature 187:1021
146. Williams JH (1993) Ace Chem Res 26:593
147. Hernandez-Trujillo J, Colmenares F, Cuevas G, Costas M (1997) Chem Phys Lett 265:503
148. Vanspeybrouck W, Herrebout WA, van der Veken BJ, Lundell J, Perutz RN (2003) J Phys Chem B 107:13855
149. Tarakeshwar P, Kim KS, Brutschy B (1999) J Chem Phys 110:8501
150. Solimannejad M, Pejov L (2004) Chem Phys Lett 385:394
151. Danten Y, Tassaing T, Besnard M (1999) J Phys Chem A 103:3530
152. Gallivan JP, Dougherty DA (1999) Org Lett 1:103
153. Raimondi M, Calderoni G, Famulari A, Raimondi L, Cozz F (2003) J Phys Chem A 107:772
154. Quinonero D, Garau C, Rotger C, Frontera A, Ballester P, Costa A, Deya PM (2002) Angew Chem Int Ed Engl 41:3389
155. Garau C, Quinonero D, Frontera A, Ballester P, Costa A, Deya PM (2003) New J Chem 27:211
156. Mascal M, Armstrong A, Bartberger MD (2002) J Am Chem Soc 124:6274