In short:
A weak hydrogen-bond occurring between soft acids and soft bases.
Nature:
Largely of dispersion and partly from charge-transfer and electrostatic forces.
Characteristics:
ca. 1.5-2.5 kcal/mol; orientation dependent; additive in enthalpy; entropically favored; cooperative; effective in water as well as in nonpolar media.
Implication:
The CH/pi interaction makes an important contribution to the understanding of weak intermolecular forces and their potential value to the physical, chemical, and biochemical sciences.
Conformation
Chiroptical property
Reaction selectivity
Chiral recognition
Crystal packing
Clathrate (inclusion compound, host/guest complex)
Crystal engineering
Self-assembly
Solid-state reaction
Liquid crystal
Chromatography
Polymer science
Coordination chemistry, Organometallic chemistry
3D Structure of proteins
3D Structure of DNA
Specificity of proteins and nucleic acids
Cluster, LB membrane, Electron transfer, etc.
CH/π 水素結合理論の提唱に至った経緯をお伝えしたく、ページを改訂しましたのでご覧ください。
詳しくは次の論文や解説記事にアクセスください。
- 児玉佳男、西端 健、西尾元宏、中川直哉、Tetrahedron Letters, 1977, 24, 2105-2108: ATTRACTIVE INTERACTION BETWEEN ALIPHATIC AND AROMATIS SYSTEMS
- 西尾元宏、化学の領域 31, 1977, 16-23, グループ間相互作用と立体化学（1）
- 西尾元宏、化学の領域 31, 1977, 92-100： グループ間相互作用と立体化学（2）
- 廣田 穰、西尾元宏、化学 46, 1991, 592-595, CH／π相互作用説 フェニル基とt-ブチル基は接近しうる
- 中川直哉、化学の領域 37, 1983, 226-231, いまなぜ弱い相互作用か
- 西尾元宏、化学の領域 37, 1983, 243-251, 弱い親和的グループ間力と分子の性質
- 大川尚士、木田茂夫、化学の領域 37, 1983, 276-285, 金属錯体における弱い結合的配位子間相互作用
- G. D. Andreeti, R. Ungaro, A. Pochini, J. Chem. Soc., Chem. Commun., 1979, 1005-1007. Crystal and molecular structure of cyclo{quater[(5-t-butyl-2-hydroxy-1,3-phenylene)methylene]} toluene (1 : 1) clathrate with toluene.
- H. Okawa et al., Bull. Chem. Soc. Jpn. 1980, 53, 2248-2251: Noncovalent interactions in metal complexes. II. Induction of asymmetry in cobalt(III) complexes with amino acid-Schiff bases. Importance of CH-pi interaction in determining configuration of complexes.