Browsing by Author "Chan, Yi-Tsu"

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Chemical mimicry of viral capsid self-assembly via corannulene-based pentatopic tectons
(2019-08-01)
Chen, Yu-Sheng
;
Solel, Ephrath
;
Huang, Yi-Fan
;
Wang, Chien-Lung
;
Tu, Tsung-Han
Self-assembly of twelve pentatopic tectons, which have complementary edges or can be linked using either digonal or trigonal connectors, represents the optimal synthetic strategy to achieve spherical objects, such as chemical capsids. This process requires conditions that secure uninterrupted equilibria of binding and self-correction en route to the global energy minimum. Here we report the synthesis of a highly soluble, deca-heterosubstituted corannulene that bears five terpyridine ligands. Spontaneous self-assembly of twelve such tectons with 30 cadmium(II) cations produces a giant icosahedral capsid as a thermodynamically stable single product in high yield. Nuclear magnetic resonance (NMR) methods, mass spectrometry analyses, small-angle X-ray scattering, transmission electron microscopy, and atomic force microscopy indicate that this spherical capsid has an external diameter of nearly 6 nm and shell thickness of 1 nm, in agreement with molecular modeling. NMR and liquid chromatography evidences imply that chiral self-sorting complexation generates a racemic mixture of homochiral capsids.
One-Pot Tandem Photoredox and Cross-Coupling Catalysis with a Single Palladium Carbodicarbene Complex
(2018-04-16)
Hsu, Yu-Cheng
;
Wang, Vincent C. -C.
;
Au-Yeung, Ka-Chun
;
Tsai, Chung-Yu
;
Chang, Chun-Chi
The combination of conventional transition-metal-catalyzed coupling (2e(-) process) and photoredox catalysis (1e(-) process) has emerged as a powerful approach to catalyze difficult cross-coupling reactions under mild reaction conditions. Reported is a palladium carbodicarbene (CDC) complex that mediates both a Suzuki-Miyaura coupling and photoredox catalysis for C-N bond formation upon visible-light irradiation. These two catalytic pathways can be combined to promote both conventional transition-metal-catalyzed coupling and photoredox catalysis to mediate C-H arylation under ambient conditions with a single catalyst in an efficient one-pot process.
Synthesis and Isolation of an Acyclic Tridentate Bis(pyridine)carbodicarbene and Studies on Its Structural Implications and Reactivities
(2015-02-16)
Hsu, Yu-Chen
;
Shen, Jiun-Shian
;
Lin, Bo-Chao
;
Chen, Wen-Ching
;
Chan, Yi-Tsu
The simple synthetic development of acyclic pincer bis(pyridine)carbodicarbene is depicted herein. Presented is the first isolated structural pincer carbodicarbene with a C-C-C angle of 143 degrees, larger than the monodentate framework. More importantly, theoretical analysis showed that this carbodicarbene embodies a more allene-like character. Palladium complexes supported by this pincer ligand are active catalysts for Heck-Mizoroki and Suzuki-Miyaura coupling reactions.