Abstract
Geometric configuration, UV–Vis absorption spectra, and reactivity of the eight common metal ions (M) with the precursor (L) of terbutaline were calculated by density functional theory (B3LYP) at the level of 6−311+G(d,p) (M = Mg, Ca, Mn, Fe, Ni, Co, Cu, Zn). The binding energy of the complex and the analysis of the natural bond orbital show that the L can bind to the M(II) ion to form a stable complex ML. The results of time-dependent density functional analysis (TD DFT) show that the UV–Vis absorption spectra of the other seven ML molecules have a larger red shift than L, except that ZnL is almost invariant. The density functional activity index (DFRT) and the energy decomposition analysis (EDA) shows that the electrostatic effect is the main contribution of the complex ML, and the stereo-effect or exchange-related energy also has certain contribution.
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Van-Boven JF, Hiddink EG, Stuurman-Bieze AG, Schuiling-Veninga CC, Postma MJ, Vegter S (2013) Int J Clin Pharm 6:1075
Anders B, Sarah-Eggert EP (2013) Eur J Clin Pharmacol 11:1951
Imran HI, Muhammad I, Allan S, Brett DJ (2014) Amrol Lung 192:47
Ahmed MA, Mohamed EA, Abdelrahim WN (2014) J Pharm Innov 9:38
Wade A, Chang C (2015) Clin Rev Allergy Immunol 48:66
Li ST, Wang JS, Zhao SL (2009) J Chromatogr B 3:155
Li YM, Ye Z, Zhou J, Liu J, Song G, Zhang K, Ye BX (2012) J Electroanal Chem 687:51
Izquierdo-Lorenzo I, Sanchez-Cortes S, Garcia-Ramos JV (2010) Langmuir 18:14663
Robin KH, Paul H, Tomas L, Amsaveni M, Ingvar Y, Dmitry S, Yufit VZ (2008) Crystal Growth Des 1:80
Robin KH, Paul H, Vadim Z, Jean-Nicolas D, Elena-Herrmann B, Lyndon E, Elodie S, Robin SS (2010) Magn Reson Chem 48:S103
Hanlu W, Nathan J, De Y, Hui G, Liangnian J, Zhao CY, Mao ZW (2012) J Organomet Chem 704:17
Alimohammady M, Jahangiri M, Kiani F, Tahermansouri H (2018) Med Chem Res 1:95
Ali HRH, Edwards HGM, Kendrick J, Scowen IJ (2008) Spectrochim Acta A 4:715
Siva S, Venkatesh G, Prabhu AAM, Sankaranarayanan RK, Rajendiran N (2012) Phys Chem Liq 4:434
Zilka M, Dudenko DV, Hughes CE, Williams PA, Sturniolo S, Franks WT, Pickard CJ, Yates JR, Harris KDM, Brown SP (2017) Phys Chem Chem Phys 38:25949
Wang XW, Jiang G, Du JG (2011) Acta Phys Chim Sin 2:309
Wang CJ, Cai YP, Huang XH, Wei T (2011) Acta Phys Chim Sin 2:352
Sun XL, Jin Q, Wang YN, Cai YP, Wang CJ (2014) Acta Phys Chim Sin 6:1071
Jin Q, Sun XL, Wang YN, Wei T, Wang CJ (2014) Acta Phys Chim Sin 7:1247
Zhong AG, Wu JY, Yan H, Jin YX, Dai GL, Jiang HJ, Pan FY, Liu SB (2009) Acta Phys Chim Sin 7:1367
Zhong AG, Huang L, Jiang HJ (2011) Acta Phys Chim Sin 4:837
Zhong AG, Huang L, Li BL, Jiang HJ, Liu SB (2010) Acta Phys Chim Sin 10:2763
Parr RG, Yang WT (1989) Density-functional theory of atoms and molecules. Oxford University Press, New York
Geerlings P, DeProft F, Langenaeker W (2003) Chem Rev 103:1793
Chattaraj PK, Sarkar U, Roy DR (2006) Chem Rev 106:2065
Liu SB (2009) Acta Phys Chim Sin 25:590
Parr RG, Donnelly RA, Levy M, Palke WE (1978) J Chem Phys 68:3801
Legault CY (2009) CYLview. Université de Sherbrooke, Canada. http://www.cylview.org
Mulliken RS (1934) J Chem Phys 2:782
Bader RF (1990) Atoms in molecules: a quantum theory. Oxford University Press, Oxford
Dennington R, Keith T, Millam J (2009) GaussView, Version 5. Semichem Inc, Shawnee Mission, KS
Valiev M, Bylaska EJ, Govind N, Kowalski K, Straatsma TP, VanDam HJJ, Wang D, Nieplocha J, Apra E, Windus TL, Dejong WA (2010) Comput Phys Commun 181:1477
Weigend F, Ahlrichs R (2005) Phys Chem Chem Phys 7:3297
Lu T, Chen FW (2012) J Comp Chem 33:580
Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Scalmani G, Barone V, Mennucci B, Petersson GA, Nakatsuji H, Caricato M, Li X, Hratchian HP, Izmaylov AF, Bloino J, Zheng G, Sonnenberg JL, Hada M, Ehara M, Toyota K, Fukud R, Hasegawa J, Ishida M, Nakajima T, Honda Y, Kitao O, Nakai H, Vreven T, Montgomery JJA, Peralta JE, Ogliaro F, Bearpark M, Heyd JJ, Brothers E, Kudin KN, Staroverov VN, Kobayashi R, Normand J, Raghavachari K, Rendell A, Burant JC, Iyengar SS, Tomasi J, Cossi MR, Millam NJ, Klene M, Knox JE, Cross JB, Bakken V, Adamo C, Jaramillo J, Gomperts RE, Stratmann O, Yazyev AJ, Austin R, Cammi C, Pomelli JW, Ochterski R, Martin RL, Morokuma K, Zakrzewski VG, Voth GA, Salvador P, Dannenberg JJ, Dapprich S, Daniels AD, Farkas O, Foresman JB, Ortiz JV, Cioslowski J, Fox DJ (2009) Gaussian 09, Revision A.01. Gaussian Inc, Wallingford
Burger SK, Liu SB, Ayers PW (2011) J Phys Chem A 7:1293
Liu SB, Govind N, Pedersen LG (2008) J Chem Phys 129:094104
Liu SB, Hu H, Pedersen LG (2010) J Phys Chem A 114:5913
Ess DH, Liu SB, DeProft FJ (2010) Phys Chem A 114:12952
Tsirelson VG, Stash AI, Liu SB (2010) J Chem Phys 133:114110
Huang Y, Zhong AG, Yang QS, Liu SB (2011) J Chem Phys 134:084103
Torrent-Sucarrat M, Liu SB, DeProft F (2009) J Phys Chem A 113:3698
Zhao DB, Rong CY, Jenkins SK, Kirk SR, Yin DL, Liu SB (2013) Acta Phys Chim Sin 01:43
Chattaraj PK, Lee H, Parr RG (1991) J Am Chem Soc 113:1855
Zhao DB, Rong CY, Lian SX, Liu SB (2013) J Nat Sci Hunan Normal Univ 2:44
Ayers PW, Anderson JSM, Rodriguez JI, Jawed Z (2005) Phys Chem Chem Phys 7:1918
Ayers PW, Anderson JSM, Bartolotti L (2005) J Int J Quantum Chem 101:520
Becke AD (1993) J Chem Phys 98:5648
Lee C, Yang WT, Parr RG (1988) Phys Rev B 37:785
Parr RG, Szentpaly LV, Liu SB (1999) J Am Chem Soc 105:1922
Pearson RG (1963) J Am Chem Soc 85:3533
Liu SB (2009) Electrophilicity. In: Chattaraj PK (ed) Chemical reactivity theory: a density functional theory view. Taylor & Francis Group, London
Ayers PW, Anderson JSM, Bartolotti LJ (2009) Int J Quantum Chem 5:52
Acknowledgements
The project was supported by the Natural Science Foundation of Zhejiang Province, China (LY15B030001; LY18B010002) and China National Natural Science Youth Fund (201506138) and Chemical Engineering and Technology of Zhejiang Province First-Class Discipline (Taizhou University).
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Guo, Z.A., Xian, J.Y., Rong, L.R. et al. Theoretical study of metal ion impact on geometric and electronic properties of terbutaline compounds. Monatsh Chem 150, 1355–1364 (2019). https://doi.org/10.1007/s00706-019-02419-1
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DOI: https://doi.org/10.1007/s00706-019-02419-1