Studies on Structure and Properties of Tetraphenylporphyrin and Its Derivatives (Ⅳ)——Linear Relationship Between Spectra or pKa and Substituent Constants of Two-protonic Tetraphenylporphyrin and Its Derivatives

Chem. J. Chinese Universities ›› 1993, Vol. 14 ›› Issue (5): 672.

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Studies on Structure and Properties of Tetraphenylporphyrin and Its Derivatives (Ⅳ)——Linear Relationship Between Spectra or pK_a and Substituent Constants of Two-protonic Tetraphenylporphyrin and Its Derivatives

LUO Ming-Dao, LI Liang-Chao, YAN Xiao-Ci, QU Song-Sheng

Department of Chemistry, Wuhan Unitvrstig, Wukan, 430072

Received:1992-04-18 Revised:1993-01-15 Online:1993-05-24 Published:1993-05-24

Abstract

Abstract: The visible and UVspectra of the two-protonic tetraphenylporphyrin (H₂TPP²⁺) and its derivatives were dissected with HMOmethod and group theory.Then the relationship between the sub-stituent constants σand λmax or pK_a of tetraphenylporphyrin (TPP), H₂TPP²⁺ and their derivatives were determined.That isi Y=P - A₁σ₁- -A₂σ_R(or OR⁽⁺⁾)+A₃E_S, where, Yis λmax or pK_a of TPP, H₂TPP²⁺ and their derivatives, respectively.Pis λ_max or pK_a of TPP, H₂TPP²⁺, respectively, σ₁, σ_R (or σR⁽⁺⁾) and Es are the induction effect, the resonance effect and the steric effect of the substituent constants of these compounds, respectively.A₁, A₂ and A₃ are the empirical constants.The calculated values are in good agreement with the experimental values.

Key words: Spectra, HMO, Induction effect, Resonance effect, Steric effect

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LUO Ming-Dao, LI Liang-Chao, YAN Xiao-Ci, QU Song-Sheng . Studies on Structure and Properties of Tetraphenylporphyrin and Its Derivatives (Ⅳ)——Linear Relationship Between Spectra or pK_a and Substituent Constants of Two-protonic Tetraphenylporphyrin and Its Derivatives[J]. Chem. J. Chinese Universities, 1993, 14(5): 672.

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Studies on Structure and Properties of Tetraphenylporphyrin and Its Derivatives (Ⅳ)——Linear Relationship Between Spectra or pK_a and Substituent Constants of Two-protonic Tetraphenylporphyrin and Its Derivatives

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