Recent applications of bifunctional trityl groups

Abstract

Triphenylmethyl derivatives represent an important class of dyestuffs as well as a useful family of protecting groups widely used in organic synthesis to transiently block various functional moieties. These applications are well documented and have been a subject of a number of reviews. Here we focus instead on some novel applications of a trityl which make good use of its ability to easily form a stabilised cation in combination with additional peripheral functionalities. Topics covered include applications in bioconjugation, cross-linking, mass-spectrometry, fluorescence and optics.

X-ray structure and conformational study of tris(2-(dimethylamino)phenyl)methanol salt derivatives: Roles of anions and hydrogen bond

“…Due to the easy synthesis, the reported TAMs usually bear electron-donating groups (EDGs) on the para-position of their phenyl arms [4e7]. The losing of the fourth substituent group usually led to the formation of cation, radical or else anion of central carbon, in most cases, if sterically permitted, which would also exist in conjugated tautomeric forms [1,2]. Early researches on the ortho-substituted TAMs are less active because introducing substituents to the ortho position of aryl arms usually needs multi-step reactions [8,9].…”

Triarylmethane dye-conjugated hexanuclear zinc complexes: Photophysical properties and cyanide anion-binding behavior

“…Over the course of the last two decades, TAMs with various aryl groups, including heteroaromatic rings, have been developed [4] and used for a variety of purposes, including as indicator reagents [5,6], nonlinear optical materials [7e9], and near-infrared dyes [10,11]. TAM derivatives have also been used in supramolecular complexes [12,13], nanoscale fibers [14], self-assembled monolayers [15], and liquid crystals [16].…”

Nickel-Catalyzed C-Br/C-H Bis-phenylation of Methyl 4-Bromocrotonate: A Stereoselective Entry to Methyl (E)-3,4-Diphenylbut-2-enoate

“…[8][9][10][11][12][13][14] In contrast, reports on bis-arylations are very rare and mainly restricted to aromatic electrophiles. [15][16][17][18][19] Polyarylated structures are an important class of organic compounds as they can find applications in various fields, including medicinal [20][21][22][23][24] and materials [25][26][27][28][29][30][31][32][33] chemistry.…”