Citation: WANG Shu-Jian, LI Ying, WU Di. Properties and Weak Directionality of the π-Lithium Bond in C₂H_4-nF_n···LiH (n =0, 1, 2) Dimers[J]. Acta Physico-Chimica Sinica doi: 10.3866/PKU.WHXB201208291 shu

Properties and Weak Directionality of the π-Lithium Bond in C₂H_4-nF_n···LiH (n =0, 1, 2) Dimers

1.
State Key Laboratory of Theoretical and Computational Chemistry, Institute of Theoretical Chemistry, Jilin University, Changchun 130023, P. R. China

Received Date: 5 July 2012
Available Online: 29 August 2012
Fund Project: 国家自然科学基金(21173095)资助项目 (21173095)

Using the second-order Møller-Plesset perturbation method, the structures and π-lithium bonding properties of C₂H_4-nF_n···LiH (n=0, 1, 2) dimers were analyzed. The results showed that F substitution led to π electron cloud deformation in the ethylene molecule, and subsequent changes (deviation, elongation, and bend) in the π-lithium bonds in C₂H_4-nF_n···LiH. In contrast to the π-hydrogen bonds in the C₂H_4-nF_n···LiH (n=0, 1, 2) systems, the π-lithium bonds in the C₂H_4-nF_n···LiH dimers were obviously bent because of secondary hydrogen bond interactions, and they exhibited weak directivity. For the four C₂H_4-nF_n···LiH dimers, the strength of the interaction was 33.85 kJ·mol^-1 (C₂H₄-LiH)>27.32 kJ·mol^-1 (C₂H₃F-LiH)>21.34 kJ·mol^-1 (cis-C₂H₂F₂-LiH)>20.25 kJ·mol^-1 (g-C₂H₂F₂-LiH) at the CCSD(T)/6-311++G(3df, 3pd) level. This indicates that the F substituent effect decreases the strength of the interaction between ethylene and LiH molecules.
- π-Lithium bond,
- π-Hydrogen bond,
- Weak interaction,
- Second-order Mø,
- ller-Plesset perturbation theory
1. [1]
  
  (1) Pauling, L. The Nature of the Chemical Bond; CornellUniversity Press: Ithaca, 1940.
2. [2]
  (2) Scheiner, S. Hydrogen Bonding: a Theoretical Perspective;Oxford University Press: Oxford, 1997.
3. [3]
  (3) Hobza, P.; Havlas, Z. Chem. Rev. 2000, 100, 4253. doi: 10.1021/cr990050q
4. [4]
  (4) Wang, H. Y.; Zeng, Y. L.; Zheng, S. J.; Meng, L. P. Acta Phys. -Chim. Sin. 2007, 23, 1131. [王海燕, 曾艳丽, 郑世钧,孟令鹏. 物理化学学报, 2007, 23, 1131.] doi: 10.3866/PKU.WHXB20070733
5. [5]
  (5) Kong, X. L. Acta Phys. -Chim. Sin. 2012, 28, 303. [孔祥蕾.物理化学学报, 2012, 28, 303.] doi: 10.3866/PKU.WHXB201112013
6. [6]
  (6) Kim, K. S.; Tarakeshwar, P.; Lee, J. Y. Chem. Rev. 2000, 100,4145. doi: 10.1021/cr990051i
7. [7]
  (7) Custelcean, R.; Jackson, J. E. Chem. Rev. 2001, 101, 1963. doi: 10.1021/cr000021b
8. [8]
  (8) Wang, B. Q.; Li, Z. R.;Wu, D.; Hao, X. Y.; Li, R. J.; Sun, C. C.Chem. Phys. Lett. 2003, 375, 91. doi: 10.1016/S0009-2614(03)00822-4
9. [9]
  (9) Meot-Ner, M. Chem. Rev. 2005, 105, 213. doi: 10.1021/cr9411785
10. [10]
  (10) Zhao, G. J.; Han, K. L. Accounts Chem. Res. 2011, 45, 404.
11. [11]
  (11) Zhao, G. J.; Liu, J. Y.; Zhou, L. C.; Han, K. L. J. Phys. Chem. B2007, 111, 8940. doi: 10.1021/jp0734530
12. [12]
  (12) Zhao, G. J.; Han, K. L. Biophys. J. 2008, 94, 38. doi: 10.1529/biophysj.107.113738
13. [13]
  (13) Sannigrahi, A. B.; Kar, T.; Niyogi, B. G.; Hobza, P.; Schleyer, P.v. R. Chem. Rev. 1990, 90, 1061. doi: 10.1021/cr00104a007
14. [14]
  (14) Shi rin, D. N. Spectrochim. Acta 1959, 14, 198. doi: 10.1016/0371-1951(59)80229-0
15. [15]
  (15) Kollman, P. A.; Liebman, J. F.; Allen, L. C. J. Am. Chem. Soc.1970, 92, 1142. doi: 10.1021/ja00708a007
16. [16]
  (16) Ault, B. S.; Pimentel, G. C. J. Phys. Chem. 1975, 79, 621. doi: 10.1021/j100573a015
17. [17]
  (17) Feng, Y.; Liu, L.;Wang, J. T.; Li, X. S.; Guo, Q. X. Chem. Commun. 2004, 88.
18. [18]
  (18) Ammal, S. S. C.; Venuvanalingam, P. J. Chem. Phys. 1998, 109,9820. doi: 10.1063/1.477651
19. [19]
  (19) Yuan, K.; Liu, Y.; Lü, L.; Zhu, Y.; Zhang, J.; Zhang, J. Chin. J. Chem. 2009, 27, 697. doi: 10.1002/cjoc.v27:4
20. [20]
  (20) Li, Q. Z.;Wang, Y. F.; Li,W. Z.; Cheng, J. B.; ng, B. A.; Sun,J. Z. Phys. Chem. Chem. Phys. 2009, 11, 2402.
21. [21]
  (21) Li, Y.;Wu, D.; Li, Z. R.; Chen,W.; Sun, C. C. J. Chem. Phys.2006, 125, 084317. doi: 10.1063/1.2339020
22. [22]
  (22) Li, Q.;Wang, H.; Liu, Z.; Li,W.; Cheng, J.; ng, B.; Sun, J.J. Phys. Chem. A 2009, 113, 14156. doi: 10.1021/jp9063214
23. [23]
  (23) Novoa, J. J.; Planas, M.; Rovira, M. C. Chem. Phys. Lett. 1996,251, 33. doi: 10.1016/0009-2614(96)00036-X
24. [24]
  (24) Kollman, P. A. Chapter 3. Hydrogen Bonding andDonor-Acceptor Interactions. In Applications of Electronic Structure Theory; Schaefer, H. F., III. Ed.; Plenum Press: NewYork, 1977.
25. [25]
  (25) Li, R. Y.; Li, Z. R.;Wu, D.; Li, Y.; Chen,W.; Sun, C. C.J. Chem. Phys. 2004, 121, 8775. doi: 10.1063/1.1799615
26. [26]
  (26) Hobza, P.; Havlas, Z. Theor. Chem. Acc. 1998, 99, 372. doi: 10.1007/s002140050034
27. [27]
  (27) Alkorta, I.; Elguero, J. J. Phys. Chem. A 1998, 103, 272.
28. [28]
  (28) Glendening, E.; Reed, A.; Carpenter, J.;Weinhold, F. J. Comput. Chem. 2003, 19, 593.
29. [29]
  (29) Frisch, M. J.; Trucks, G.W.; Schlegel, H. B.; et al. Gaussian 03,Revision B.03; Gaussian Inc.:Wallingford, CT, 2003.
1. [1]
  Huiying Xu , Minghui Liang , Zhi Zhou , Hui Gao , Wei Yi . Application of Quantum Chemistry Computation and Visual Analysis in Teaching of Weak Interactions. University Chemistry, doi: 10.12461/PKU.DXHX202407011
2. [2]
  Zimo Yang , Yan Tong , Yongbo Liu , Qianlong Liu , Zhihao Ni , Yuna He , Yu Rao . Developing selective PI3K degraders to modulate both kinase and non-kinase functions. Chinese Chemical Letters, doi: 10.1016/j.cclet.2024.109577
3. [3]
  Xiongbo Song , Jinwen Xiao , Juan Wu , Li Sun , Long Chen . Decellularized amniotic membrane promotes the anti-inflammatory response of macrophages via PI3K/AKT/HIF-1α pathway. Chinese Chemical Letters, doi: 10.1016/j.cclet.2024.109844
4. [4]
  Yinglian LI , Chengcheng ZHANG , Xinyu ZHANG , Xinyi WANG . Spin crossover in [Co(pytpy)₂]²⁺ complexes modified by organosulfonate anions. Chinese Journal of Inorganic Chemistry, doi: 10.11862/CJIC.20240087
5. [5]
  Jiaxun Wu , Mingde Li , Li Dang . The R eaction of Metal Selenium Complexes with Olefins as a Tutorial Case Study for Analyzing Molecular Orbital Interaction Modes. University Chemistry, doi: 10.12461/PKU.DXHX202405098
6. [6]
  Yaqin Zheng , Lian Zhuo , Meng Li , Chunying Rong . Enhancing Understanding of the Electronic Effect of Substituents on Benzene Rings Using Quantum Chemistry Calculations. University Chemistry, doi: 10.12461/PKU.DXHX202406119
7. [7]
  Linhan Tian , Changsheng Lu . Discussion on Sextuple Bonding in Diatomic Motifs of Chromium Family Elements. University Chemistry, doi: 10.3866/PKU.DXHX202401056
8. [8]
  Hailian Tang , Siyuan Chen , Qiaoyun Liu , Guoyi Bai , Botao Qiao , Fei Liu . Stabilized Rh/hydroxyapatite Catalyst for Furfuryl Alcohol Hydrogenation: Application of Oxidative Strong Metal-Support Interactions in Reducing Conditions. Acta Physico-Chimica Sinica, doi: 10.3866/PKU.WHXB202408004
9. [9]
  Yanglin Jiang , Mingqing Chen , Min Liang , Yige Yao , Yan Zhang , Peng Wang , Jianping Zhang . Experimental and Theoretical Investigations of Solvent Polarity Effect on ESIPT Mechanism in 4′-N,N-diethylamino-3-hydroxybenzoflavone. Acta Physico-Chimica Sinica, doi: 10.3866/PKU.WHXB202309027
10. [10]
  Yaling Chen . Basic Theory and Competitive Exam Analysis of Dynamic Isotope Effect. University Chemistry, doi: 10.3866/PKU.DXHX202311093
11. [11]
  .
  南开大学师唯/华北电力大学（保定）刘景维：二维配位聚合物中有序的亲锂冠醚位点用于无枝晶锂沉积
  . CCS Chemistry,
12. [12]
  Wentao Lin , Wenfeng Wang , Yaofeng Yuan , Chunfa Xu . Concerted Nucleophilic Aromatic Substitution Reactions. University Chemistry, doi: 10.3866/PKU.DXHX202310095
13. [13]
  Mengfei He , Chao Chen , Yue Tang , Si Meng , Zunfa Wang , Liyu Wang , Jiabao Xing , Xinyu Zhang , Jiahui Huang , Jiangbo Lu , Hongmei Jing , Xiangyu Liu , Hua Xu . Epitaxial Growth of Nonlayered 2D MnTe Nanosheets with Thickness-Tunable Conduction for p-Type Field Effect Transistor and Superior Contact Electrode. Acta Physico-Chimica Sinica, doi: 10.3866/PKU.WHXB202310029
14. [14]
  Rui Li , Jiayu Zhang , Anyang Li . Two Levels of Understanding of Chemical Bonds: a Case of the Bonding Model of Hypervalent Molecules. University Chemistry, doi: 10.3866/PKU.DXHX202308051
15. [15]
  Danqing Wu , Jiajun Liu , Tianyu Li , Dazhen Xu , Zhiwei Miao . Research Progress on the Simultaneous Construction of C—O and C—X Bonds via 1,2-Difunctionalization of Olefins through Radical Pathways. University Chemistry, doi: 10.12461/PKU.DXHX202403087
16. [16]
  Xueyu Lin , Ruiqi Wang , Wujie Dong , Fuqiang Huang . 高性能双金属氧化物负极的理性设计及储锂特性. Acta Physico-Chimica Sinica, doi: 10.3866/PKU.WHXB202311005
17. [17]
  Jiaqi AN , Yunle LIU , Jianxuan SHANG , Yan GUO , Ce LIU , Fanlong ZENG , Anyang LI , Wenyuan WANG . Reactivity of extremely bulky silylaminogermylene chloride and bonding analysis of a cubic tetragermylene. Chinese Journal of Inorganic Chemistry, doi: 10.11862/CJIC.20240072
18. [18]
  Bowen Yang , Rui Wang , Benjian Xin , Lili Liu , Zhiqiang Niu . C-SnO₂/MWCNTs Composite with Stable Conductive Network for Lithium-based Semi-Solid Flow Batteries. Acta Physico-Chimica Sinica, doi: 10.3866/PKU.WHXB202310024
19. [19]
  Qiaowen CHANG , Ke ZHANG , Guangying HUANG , Nuonan LI , Weiping LIU , Fuquan BAI , Caixian YAN , Yangyang FENG , Chuan ZUO . Syntheses, structures, and photo-physical properties of iridium phosphorescent complexes with phenylpyridine derivatives bearing different substituting groups. Chinese Journal of Inorganic Chemistry, doi: 10.11862/CJIC.20240311
20. [20]
  Shipeng WANG , Shangyu XIE , Luxian LIANG , Xuehong WANG , Jie WEI , Deqiang WANG . Piezoelectric effect of Mn, Bi co-doped sodium niobate for promoting cell proliferation and bacteriostasis. Chinese Journal of Inorganic Chemistry, doi: 10.11862/CJIC.20240094

Get Citation

PDF

XML

Metrics

PDF Downloads(592)
Abstract views(1470)
HTML views(3)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142

Properties and Weak Directionality of the π-Lithium Bond in C2H4-nFn···LiH (n =0, 1, 2) Dimers

南开大学师唯/华北电力大学（保定）刘景维：二维配位聚合物中有序的亲锂冠醚位点用于无枝晶锂沉积

Metrics

通讯作者: 陈斌, bchen63@163.com

Properties and Weak Directionality of the π-Lithium Bond in C₂H_4-nF_n···LiH (n =0, 1, 2) Dimers