Ding, Lanlan; Zheng, Wenrui; Wang, Yingxing published an article in 2015, the title of the article was Theoretical study on homolytic C(sp2)-O cleavage in ethers and phenols.Synthetic Route of 321-28-8 And the article contains the following content:
The C-O homolytic bond dissociation enthalpies (BDEs) of many ethers were calculated by high-level ab initio methods including G4, G3, CBS-Q, CBS-4M as well as 26 d. function theory (DFT) methods. Among the DFT methods, wB97 provided the most accurate results and the root mean square error (RMSE) is 9.3 kJ mol-1 for 72 C-O BDE calculations Therefore, extensive C(sp2)-O BDEs and the substituent effect of alkenyl ethers, para-position Ph ethers/phenols as well as several typical heterocyclic ethers were investigated in detail by wB97 methods, which is important for the understanding of the chem. process involved in the cross-coupling reactions. For alkenyl ethers, the different substituents exhibited significant effects on C(sp2)-O BDEs, especially, the conjugate effect of the substituents on the O atom can greatly decrease the C(sp2)-O BDEs. In addition, the NBO anal. produced good linear correlations between the C(sp2)-O BDEs and qC × qO values (the qC and qO values denoted the natural charge of C and O atoms of the C-O bond, resp.). For para-position Ph ethers and phenols, excellent linear relationships between the C(sp2)-O BDEs with substituent constant σp+ are found. Further discussion of the substituent effect separated into the ground effect and the radical effect can further help us to understand the essence. For several five-membered typical heterocyclic ethers, a larger bond angle change will lead to a smaller C-O BDE. The experimental process involved the reaction of 1-Fluoro-2-methoxybenzene(cas: 321-28-8).Synthetic Route of 321-28-8
The Article related to homolytic carbon sp oxide cleavage ether phenol dft wb97, Physical Organic Chemistry: Theoretical Organic Chemical Concepts, Including Quantum and Molecular Mechanical Studies and other aspects.Synthetic Route of 321-28-8
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem