Zhi-Tang Huang’s research while affiliated with Chinese Academy of Sciences and other places

... Knowing the significance of anion-p directed self-assemblies in the domain of supramolecular chemistry, the same group has synthesized an array of oxacalix [2]arenes [2]triazines (173) possessing an electron-deficient V-shaped cavity and an anionic head of sulfate, sulfonate, phosphate, and carboxylate (Fig. 66). They observed that in these tailor-made macrocyclic receptors, there occur anionp interactions between the V-shaped cavity and an anionic head, which directs the chain like self-assembly formation in both solid-state and solution phase [173]. They have also inserted various flexible linkers (174a-d) between the carboxylate head and the benzene ring of oxacalix [2]arenes [2]triazines to evaluate their influence in anion-p directed self-assembly formation (Fig. 66) [174]. ...

Reference:

Emergence of anion-π interactions: The land of opportunity in supramolecular chemistry and beyond

... On the other hand, isoindolinone motifs form the core structures of a variety of natural products and pharmacologically relevant molecules [56][57][58] . We recently became aware of a report detailing a facile access to isoindolinones by N-capping primary amines with 2-acylbenzaldehydes [59][60][61] ; this transformation was assumed to involve an acid-promoted condensation-tautomerization cascade. In light of this stimulating work and recent advances in stereocontrol catalysed by chiral phosphoric acids (CPAs) [11][12][13][14][62][63][64][65] , we envisaged the possibility of synthesizing N-N atropisomers by harnessing asymmetric [4 + 1] annulation chemistry involving bulky hydrazine and an ortho-formylbenzophenone in which contiguous axial and central chiralities are established through a CPA-catalyzed aromatization and dearomatization cascade process (Fig. 1b). ...

Reference:

Organocatalyzed diastereo- and enantioselective synthesis of N–N atropisomeric isoindolinones bearing central chirality

... In this study, we report the design of ultracycles constructed from functional tetraoxacalix [2]arene [2]triazine submacrocycles. These submacrocycles feature hydroxy groups as hydrogen-bonding (HB) donors on the lower rim, which, in combination with electron-deficient triazines, create cooperative HB and anion-π binding sites to enhance anion binding [30]. The recognition capabilities of these ultracycles toward a range of dicarboxylates were successfully demonstrated. ...

Reference:

Dicarboxylate recognition based on ultracycle hosts through cooperative hydrogen bonding and anion–π interactions

... [4] The supra-amphiphiles are endowed with the stimuli-responsive capability. [5] Obviously, supramolecular vesicles (SMVs) self-assembled from the supraamphiphiles can realize stimuli-responsive controlled release of encapsulated drugs for enhanced therapeutic efficacy and minimized side effect of drugs, [6][7][8][9][10] in contrast to liposomes and conventional vesicles. In general, neither of two scaffolds of the supra-amphiphiles can form vesicles in aqueous solution except micelles or solid nanoparticles, while both of two scaffolds as building blocks can co-assemble into SMVs from the point of view of SMV construction. ...

Reference:

Pillararene‐Based Supramolecular Vesicles for Stimuli‐Responsive Drug Delivery

... Another class of hypervalent iodine-based functional group transfer agents that has received increasing interest over the last years are the cyano-containing compounds 9. [34][35][36][37][38][39][40] These easily accessible and long-known reagents 34,35 can serve as valuable electrophilic CN-transfer agents, 36-40 thus allowing for complementary "Umpolung" reactivities compared to textbook nucleophilic (inorganic) cyanide-based approaches. This potential can either be exploited to carry out highly valuable heteroatom cyanations 36 or, with more relevance to the context of this review, for (asymmetric) enolate -cyanations. ...

Reference:

Organocatalytic asymmetric α-functionalizations of β-ketoesters with hypervalent iodine-based reagents and catalysts

... HPB-1,3,5-3A and HPB-1,2,4-3A were synthesized with a similar route according to the literature method. 43 HPB-1,4-2A was synthesized as follows. Scheme 2 exhibits the detailed synthetic routes. ...

Reference:

Supramolecular Self-Assembly of Hexaphenylbenzene Derivatives with Different Symmetry and Number of Carboxylic Acid at Liquid/Solid Interfaces

... New BF 2 complexes of 3-methylthio-enaminones have been prepared efficiently by the reaction of 3-methylthio-enaminones with BF 3 ·Et 2 O in the existence of Et 3 N (Figure 14). These new materials are supportive for better understanding of chemical reactivity of enaminones and might be significant in pharmaceutical and agrochemical purposes [59]. ...

Reference:

Boron Difluoride Complex Dyes: Synthesis and Photophysical Properties

... A different approach was reported by Zheng and co-workers in 2014: They applied [Ru(bpy) 3 ](PF 6 ) 2 as photoredox catalyst and photooxidized tertiary amines under aerobic conditions to the respective radical cationic species (Scheme 53) [91]. Further steps lead to an enamine intermediate, which can react with the former generated sulfonyl radical. ...

Reference:

Photocatalytic formation of carbon–sulfur bonds

... By this strategy the electrondeficient cavities can then be engineered on vesicular surface and enable selective response to inorganic anions. 22,23 Our continued interests in anion−π interactions, and the motivations to probe the driving force that governs the chiral recognition on the artificial membrane surface, stimulated us to pursue this study. Reported herein is the design and selfassembly behavior of oxacalix[2]arene[2]triazine-based chiral amphiphilic building units, and chiral recognition of the formed vesicles toward organic anions. ...

Reference:

Vesicles Constructed with Chiral Amphiphilic Oxacalix[2]arene[2]triazine Derivatives for Enantioselective Recognition of Organic Anions

... These reactions are mainly focusing on the directed C─H bond cleavage of several starting materials such as oximes, amines, hydrazones, imines, amidines, hydroximoyl halides, or azines. The first literature review in this area was reported by Li et al. [18] However, the area has advanced since then, more precisely in Co-catalyzed synthesis of isoquinolines. In recent years, there have been several literature reviews on C─H activation strategies using transition metal catalysts for synthesizing N-heterocycles. ...

Reference:

Advances in the Synthesis of Isoquinolines Using an Alkyne Coupling Partner via Transition‐Metal‐Catalyzed C─H Activation