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УДК 547.514.72:544.183.26
V. A. Babkin, D. S. Andreev, Yu. A. Prochukhan, K. Yu. Prochukhan, G .E. Zaikov
GEOMETRIC AND ELECTRONIC STRUCTURE OF MOLECULE
3,4,5,6,7-6,7-PENTADIMETHYLINDENE. METHOD AB INITIO
Ключевые слова: квантово-химическийрасчет, неэмпирический метод, 3,4,5,6,7-петнаметил инден, сила кислоты.
Впервые выполняется квантово-химические расчеты молекулы 3,4,5,6,7-pentamethylindene неэмпирическим методом с оптимизацией геометрии по всем параметрам. Получили оптимизированные геометрическую и электронную структуры этого соединения. Теоретически оценены сила кислоты 3,4,5,6,7- петнаметил инден. Установлено, что он относиться к классу очень слабой Н-кислоты (рКа = + 33, где рКа-универсальный указатель кислотности).
Keywords: quantum chemical calculation, method AB INITIO, 3,4,5,6,7-pentamethylindene, acid power.
For the first time it is executed quantum chemical calculation of a molecule of 3,4,5,6,7-pentamethylindene method AB INITIO with optimization of geometry on all parameters. The optimized geometrical and electronic structure of this compound is received. Acid power of 3,4,5,6,7-pentamethylindene is theoretically appreciated. It is established, than it to relate to a class of very weak H-acids (pKa=+33, where pKa-universal index of acidity).
Aims and backgrounds
The Aim of this work is a study of electronic structure of molecule 3,4,5,6,7-6,7-pentadimethylindene [1] and theoretical estimation its acid power by quantum-chemical method AB INITIO in base 6-311G**. The calculation was done with optimization of all parameters by standard gradient method built-in in PC GAMES S [2]. The calculation was executed in approach the insulated molecule in gas phase. Program MacMolPlt was used for visual presentation of the model of the molecule. [3].
Methodical part
Geometric and electronic structures, general and electronic energies of molecule 3,4,5,6,7-6,7-pentadimethylindene was received by method AB INITIO in base 6-311G**and are shown on fig. 1 and in tabl. 1. The universal factor of acidity was calculated by formula: pKa = 49.04-134.6*qmaxH+ [4,5] (where, qmaxH+ - a maximum positive charge on atom of the hydrogen qmaxH+=+0.12 (for 3,4,5,6,7-6,7-pentadimethylindene qmaxH+ alike table 1)). This same formula is used in references [6]. pKa=33.
Fig. 1 - Geometric and electronic molecule structure of 3,4,5,6,7-6,7-pentadimethylindene. (Е0= -1419471 kDg/mol, Ee,= -3740911 kDg/mol)
Table 1 - Optimized bond lenths, valence corners and charges on atoms of the molecule 3,4,5,6,7-6,7-pentadimethylindene
Bondlengths R,A Valence corners Grad
C(2)-C(1) 1.39 C(5)-C(6)-C(1) 122
C(3)-C(2) 1.41 C(9)-C(6)-C(1) 110
C(4)-C(3) 1.40 C(1)-C(2)-C(3) 118
C(5)-C(4) 1.40 C(13)-C(2)-C(3) 119
C(6)-C(5) 1.38 C(2)-C(3)-C(4) 121
C(6)-C(1) 1.40 C(12)-C(3)-C(4) 119
C(6)-C(9) 1.51 C(3)-C(4)-C(5) 120
C(7)-C(1) 1.50 C(11)-C(4)-C(5) 120
C(8)-C(7) 1.33 C(9)-C(6)-C(5) 128
C(9)-C(8) 1.50 C(4)-C(5)-C(6) 118
C(10)-C(5) 1.52 C(2)-C(1)-C(6) 120
C(11)-C(4) 1.52 C(8)-C(9)-C(6) 102
C(12)-C(3) 1.52 C(10)-C(5)-C(6) 120
C(13)-C(2) 1.52 C(2)-C(1)-C(7) 133
C(14)-C(7) 1.50 C(1)-C(7)-C(8) 109
H(15)-C(8) 1.07 C(14)-C(7)-C(8) 123
H(16)-C(9) 1.09 C(7)-C(8)-C(9) 112
H(17)-C(9) 1.09 C(4)-C(5)-C(10) 122
H(18)-C(13) 1.09 C(3)-C(4)-C(11) 120
H(19)-C(13) 1.08 C(2)-C(3)-C(12) 119
H(20)-C(13) 1.08 C(1)-C(2)-C(13) 123
H(21)-C(11) 1.08 C(1)-C(7)-C(14) 128
H(22)-C(11) 1.09 C(7)-C(8)-H(15) 125
H(23)-C(11) 1.08 C(8)-C(9)-H(16) 112
H(24)-C(10) 1.09 C(8)-C(9)-H(17) 112
H(25)-C(10) 1.09 C(2)-C(13)-H(18) 112
H(26)-C(10) 1.08 C(2)-C(13)-H(19) 112
H(27)-C(12) 1.08 C(2)-C(13)-H(20) 111
H(28)-C(12) 1.09 C(4)-C(11)-H(21) 111
H(29)-C(12) 1.08 C(4)-C(11)-H(22) 112
H(30)-C(14) 1.09 C(4)-C(11)-H(23) 112
H(31)-C(14) 1.08 C(5)-C(10)-H(24) 112
H(32)-C(14) 1.09 C(5)-C(10)-H(25) 112
C(5)-C(10)-H(26) 111
C(3)-C(12)-H(27) 111
C(3)-C(12)-H(29) 112
C(7)-C(14)-H(30) 112
C(7)-C(14)-H(31) 110
C(7)-C(14)-H(32) 112
Conclusion
References
Quantum-chemical calculation of molecule 3,4,5,6,7-6,7-pentadimethylindene by method AB INITIO in base 6-311G** was executed for the first time. Optimized geometric and electronic structure of thise compound was received. Acid power of molecule 3,4,5,6,7-6,7-pentadimethylindene was theoretically evaluated (pKa=33). Thise compound pertain to class of very weak H-acids ^^>14).
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© В. А. Бабкин - доктор химических наук, профессор, академик РАЕ, академик Международной академии «Контенант», нач. научн. отдела Себряковского филиала Волгоградского государственного архитектурно-строительного университета, E-mail: [email protected]; Д. С. Андреев — аспирант Волгоградского государственного архитектурно-строительного университета, E-mail: [email protected]; Ю. А. Прочухан - доктор химических наук, профессор, декан химического факультета Башкирского государственного университета, E-mail: [email protected]; К. Ю. Прочухан - кандидат химических наук, профессор кафедры Башкирского государственного университета, E-mail: [email protected]; Г. Е. Заиков профессор, кафедра «Технология пластических масс», Казанский национальный исследовательский технологический университет, Казань, E-mail: [email protected].
© V.A. Babkin - Doctor of Chemical Sciences, professor, academician of international academy "Contenant", Head of Science department of Volgograd State Architecture Building University, Sebryakov's Branch. E-mail: [email protected]; D.S. Andreev -graduate student of Volgograd State Architecture Building University. E-mail: [email protected]; Yu.A. Prochukhan — Doctor of Chemical Sciences, Professor, Dean of Chemical Faculty of Bashkir State University, e-mail: [email protected]; K.Yu. Prochukhan — Candidate of Chemical Sciences, professor of HMC department of Bashkir State University, e-mail: [email protected]; G.E. Zaikov - Doctor of Chemical Sciences, professor, Department of technology of plastic materials, Kazan National Research Technological University, Kazan. E-mail: [email protected].
