Solvolytic studies of the highly crowded 1-aryl-1-phenyl-1-(trifluoromethyl)methyl bromide and tosylates

Autor:	Mann-Yan Kuo, Kwang-Ting Liu
Rok vydání:	1985
Předmět:	Trifluoromethyl Stereochemistry Aryl Organic Chemistry Cationic polymerization Biochemistry Medicinal chemistry chemistry.chemical_compound Reaction rate constant Sulfonate chemistry Bromide Drug Discovery Reactivity (chemistry) Solvolysis
Zdroj:	Tetrahedron Letters. 26:355-358
ISSN:	0040-4039
Popis:	In the titled system the remarkably high tosylate/bromide solvolysis rate ratio of 1.56 × 106 : 1 indicates a highly strained ground state, and the reverse order of reactivity for substrate having 1-(4-trifluoromethyl)phenyl vs. that having 1-(3-trifluoromethyl)phenyl suggests the twisting of the aryl group from coplanarity in the cationic transition state.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::c18c78d4ab26dea01154f64593c8f405 https://doi.org/10.1016/s0040-4039(01)80816-9 Zobrazit plný text záznamu