738616-29-0Relevant academic research and scientific papers
Apical Functionalization of Tribenzotriquinacenes
Dhara, Ayan,Weinmann, Joshua,Krause, Ana-Maria,Beuerle, Florian
, p. 12473 - 12478 (2016)
The introduction of one alkyne moiety at the central carbon atom of the tripodal tribenzotriquinacene scaffold allows easy access to a great variety of apically functionalized derivatives. The spatially well-separated arrangement of different functional units on the convex face and outer rim was further proven by single-crystal X-ray studies. Subsequent modifications that feature a general protecting group-free strategy for the demethylation of protected catechols in the presence of a terminal alkyne group, an azide–alkyne Huisgen cycloaddition, and Sonogashira cross-coupling reactions showcase the high synthetic potential of this modular approach for tribenzotriquinacene derivatization.
Rigidification of a macrocyclic tris-catecholate scaffold leads to electronic localisation of its mixed valent redox product
Greatorex, Sam,Vincent, Kevin B.,Baldansuren, Amgalanbaatar,McInnes, Eric J. L.,Patmore, Nathan J.,Sproules, Stephen,Halcrow, Malcolm A.
, p. 2281 - 2284 (2019/02/27)
The catecholate groups in [{Pt(L)}3(μ3-tctq)] (H6tctq = 2,3,6,7,10,11-hexahydroxy-4b,8b,12b,12d-tetramethyltribenzotriquinacene; L = a diphosphine chelate) undergo sequential oxidation to their semiquinonate forms by voltammetry, with ΔE1/2 = 160-170 mV. The monoradical [{Pt(dppb)}3(μ3-tctq)]+ is valence-localised, with no evidence for intervalence charge transfer in its near-IR spectrum. This contrasts with previously reported [{Pt(dppb)}3(μ3-ctc)]+ (H6ctc = cyclotricatechylene), based on the same macrocyclic tris-dioxolene scaffold, which exhibits partly delocalised (class II) mixed valency.
2,3,6,7,10,11-Hexamethoxytribenzotriquinacene: Synthesis, solid-state structure, and functionalization of a rigid analogue of cyclotriveratrylene
Harig, Marco,Neumann, Beate,Stammler, Hans-Georg,Kuck, Dietmar
, p. 2381 - 2397 (2007/10/03)
The syntheses of several tribenzotriquinacenes bearing six methoxy groups at the outer peripheral positions of the aromatic rings are reported. The centro-methyl derivative is accessible in surprisingly good yield through two-fold cyclodehydration in the
