Phenol oxidation using ruthenium and iridium catalysis

مشروع البحث:
Phenol oxidation using ruthenium and iridium catalysis

dc.contributor.advisor	د.كايا يليجوكي
dc.contributor.advisor	د. مارك لامورو
dc.contributor.advisor	د. سوزان بيورنسون
dc.date.accessioned	2024-12-10T08:11:16Z
dc.date.available	2024-12-10T08:11:16Z
dc.description	We synthesised 4 different tri-substituted phenols: A (2-(pent-4-en-1-yl)phenol, B (4-methoxy-2-(pent-4-en-1-yl)phenol, C (curcuphenol), and D (curcuphenol). While phenols A, B, and C possessed terminal olefins, phenol D possessed a di-methyl substituted olefin. In order to catalyse the photochemical cycloaddition of these phenols, [Ir(dF(CF3)ppy)2(dtbbpy)(PF6), Ru(bpy)3(BF4)2, and Ru(bpy)3Cl2 catalysts were synthesised. Subsequently, we explored the Ir and Ru catalysed photochemical oxidation of each phenol, with the aim of synthesising [5 + 2] cycloaddition bridged bicyclic systems. While cycloadducts were not observed, it became apparent that the reduction of the metal centre before interaction with the phenol might not be a plausible pathway. Thus, future endeavours will include the use of cationic moieties and salts, to elicit metal oxidation prior to phenol-metal interaction in order to foster the formation of a pentadienyl radical cation intermediate. It is envisaged that this pathway will favour cycloaddition. April
dc.description.abstract	We synthesised 4 different tri-substituted phenols: A (2-(pent-4-en-1-yl)phenol, B (4-methoxy-2-(pent-4-en-1-yl)phenol, C (curcuphenol), and D (curcuphenol). While phenols A, B, and C possessed terminal olefins, phenol D possessed a di-methyl substituted olefin. In order to catalyse the photochemical cycloaddition of these phenols, [Ir(dF(CF3)ppy)2(dtbbpy)(PF6), Ru(bpy)3(BF4)2, and Ru(bpy)3Cl2 catalysts were synthesised. Subsequently, we explored the Ir and Ru catalysed photochemical oxidation of each phenol, with the aim of synthesising [5 + 2] cycloaddition bridged bicyclic systems. While cycloadducts were not observed, it became apparent that the reduction of the metal centre before interaction with the phenol might not be a plausible pathway. Thus, future endeavours will include the use of cationic moieties and salts, to elicit metal oxidation prior to phenol-metal interaction in order to foster the formation of a pentadienyl radical cation intermediate. It is envisaged that this pathway will favour cycloaddition. April
dc.identifier	168
dc.identifier.uri	https://dspace.academy.edu.ly/handle/123456789/729
dc.subject	Phenol oxidation using ruthenium and iridium catalysis
dc.title	Phenol oxidation using ruthenium and iridium catalysis
dspace.entity.type	Project
project.endDate	2017
project.funder.name	كيمياء
project.investigator	هدى رمضان
project.startDate	2016