This article investigates the transmission of the meta-substituent, X, effect to the carbon β (C_β) of 17 different styrenes (X–C₆H₄–CH═CYZ) using the literature ¹³C substituent chemical shift (SCS) of C_β. The ¹³C SCSs of C_β were modeled by Reynolds substituent field σ_F and resonance σ_R constants. The model is considered a dual substituent parameter model, SCS = ρ_Fσ_F + ρ_Rσ_R. The coefficients of determination of the modeled ¹³C SCS for the 17 series fall between 0.9878 and 0.9983. The π-polarization concept was used to rationalize the field and resonance effects felt at C_β. The ρ_F values of the meta-series were all lower than the para-series ρ_F values. The substituent field effect transmits to C_β from C_ipso. The substituent resonance effect transmits from C_ipso to C_β initially through the π-bond to C_ortho and C_para, next to the side chain, and then the generated charge will induce the vinyl group via π-polarization. The ρ_F felt at C_β was almost double the ρ_R when compared with the short distance between C_meta and C_β, as opposed to C_ortho and C_para. Stabilization of the π-polarization of the vinyl group will increase, with the field and resonance effects felt at C_β and vice versa.

中文翻译：

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间位苯乙烯系列中 13Cβ SCS 的替代物效应研究。雷诺双取代参数模型研究

本文使用文献¹³ C 取代基化学位移 (SCS) 研究了间位取代基 X对 17 种不同苯乙烯 (X–C ₆ H ₄ –CH=CYZ)的碳 β (C _β ) 的传递C _β。C _β的¹³ C SCS由雷诺取代基场 σ _F和共振σ _R常数建模。该模型被认为是双取代基参数模型，SCS = ρ _F σ _F + ρ _R σ _R。模型的决定系数¹³17 系列的 C SCS 介于 0.9878 和 0.9983 之间。使用 π 极化概念来合理化在 C _β处感受到的场和共振效应。元系列的 ρ _F值都低于副系列的 ρ _F值。取代基场效应从C _ipso传递到C _β。取代基共振效应首先从 C _ipso传递到 C _{β ，}通过 π 键连接到 C _ortho和 C _para，紧邻侧链，然后产生的电荷将通过 π 极化诱导乙烯基。在 C _β处感觉到的 ρ _F几乎是 ρ _{R 的}两倍与 C _meta和 C _β之间的短距离相比，与C _ortho和 C _{para 相对}。乙烯基 π 极化的稳定性将增加，在 C _β处感受到场和共振效应，反之亦然。