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Showing papers by "Matthew J. Fuchter published in 2008"


Journal ArticleDOI
TL;DR: In this article, a review of the synthetic strategies towards functionalized porphyrazines and new strategies towards the preparation and applications of heteroatom-appended porphyrasines, particularly in the context of their multimetallic complexes, catalysis, surface chemistry, and as biomedical agents.
Abstract: It is rare that such a diverse array of applications can be realized from a single basic molecular unit, however, such is the power of the tetrapyrrolic macrocycle motif. Indeed, their potential in areas such as chemical dyes, optical sensors, optoelectronics, and biomedical agents is a function of their rich electronic and optical properties. While the naturally occurring porphyrins and the synthetic phthalocyanines have been extensively studied, the related tetraazaporphyrins or porphyrazines remain comparatively underdeveloped. Since porphyrazines maintain a unique position in this family: analogous derivatives are virtually inaccessible for the porphyrins, and direct fusion of heteroatomic substituents onto the porphyrazine β-positions results in a more pronounced effect compared with the substitution of an equivalent group onto the benzenoid rings of the phthalocyanine; a driving force exists to further explore the synthesis and applications of these novel macrocycles. This review will provide a historical overview of the synthetic strategies towards functionalized porphyrazines and describe new strategies towards the preparation and applications of heteroatom-appended porphyrazines, particularly in the context of their multimetallic complexes, catalysis, surface chemistry, and as biomedical agents.

61 citations


Journal ArticleDOI
TL;DR: The synthesis of a family of O-silylcarbamates from the corresponding silylamines has been achieved simply by heating the sILYlamine in supercritical carbon dioxide (scCO2).

33 citations


Journal ArticleDOI
TL;DR: A high yielding, batch mode synthesis of diaryl ethers and sulfides by an S(N)Ar fluoride-mediated process in scCO(2) has been developed and the use of a polymer-supported imidazolium fluoride reagent in batch mode led to the development of a fixed-bed continuous flow process, with high conversions.

24 citations


Journal ArticleDOI
TL;DR: An efficient, one-pot method for the conversion of carbonyl electrophiles to allylic chlorides has been developed, by activating magnesium alkoxides in situ using TiCl4.

16 citations


Journal ArticleDOI
TL;DR: In this article, the synthesis of a family of O-silyl carbamates from the corresponding silylamines has been achieved simply by heating the Silylamine in supercritical carbon dioxide (scCO2), and these precursors have been used to synthesize a range of symmetrical and unsymmetrical ureas.
Abstract: The synthesis of a family of O-silylcarbamates from the corresponding silylamines has been achieved simply by heating the silylamine in supercritical carbon dioxide (scCO2), and these O-silylcarbamates have been shown to be effective precursors for the synthesis of a range of symmetrical and unsymmetrical ureas.

2 citations


Journal ArticleDOI
TL;DR: In this paper, a review of the synthetic strategies towards functionalized porphyrazines and new strategies towards the preparation and applications of heteroatom-appended porphyrasines, particularly in the context of their multimetallic complexes, catalysis, surface chemistry, and as biomedical agents.
Abstract: It is rare that such a diverse array of applications can be realized from a single basic molecular unit, however, such is the power of the tetrapyrrolic macrocycle motif. Indeed, their potential in areas such as chemical dyes, optical sensors, optoelectronics, and biomedical agents is a function of their rich electronic and optical properties. While the naturally occurring porphyrins and the synthetic phthalocyanines have been extensively studied, the related tetraazaporphyrins or porphyrazines remain comparatively underdeveloped. Since porphyrazines maintain a unique position in this family: analogous derivatives are virtually inaccessible for the porphyrins, and direct fusion of heteroatomic substituents onto the porphyrazine β-positions results in a more pronounced effect compared with the substitution of an equivalent group onto the benzenoid rings of the phthalocyanine; a driving force exists to further explore the synthesis and applications of these novel macrocycles. This review will provide a historical overview of the synthetic strategies towards functionalized porphyrazines and describe new strategies towards the preparation and applications of heteroatom-appended porphyrazines, particularly in the context of their multimetallic complexes, catalysis, surface chemistry, and as biomedical agents.