Wenhao Zhang

The incorporation of organic self‐assembled monolayers (SAMs) in microelectronic devices requires precise spatial control over the self‐assembly process. In this work, selective deposition of N‐heterocyclic carbenes (NHCs) on specific electrodes within a two‐microelectrode array is achieved by using pulsed electrodeposition. Spectroscopic analysis of the NHC‐coated electrode arrays reveals that each electrode is selectively coated with a designated NHC. The impact of NHC monolayers on the electrodes’ work function is quantified using Kelvin probe force microscopy. These measurements demonstrate that the work function values of each electrode can be independently tuned by the adsorption of a specific NHC. The presented deposition method enables to selectively coat designated microelectrodes in an electrode array with chosen NHC monolayers for tuning their chemical and electronic functionality.

Redox flow batteries (RFBs) are a promising stationary energy storage technology for leveling power supply from intermittent renewable energy sources with demand. A central objective for the development of practical, scalable RFBs is to identify affordable and high-performance redox-active molecules as storage materials. Herein, we report the design, synthesis, and evaluation of a new organic scaffold, indolo[2,3-b]quinoxaline, for highly stable, low-reduction potential, and high-solubility anolytes for nonaqueous redox flow batteries (NARFBs). The mixture of 2- and 3-(tert-butyl)-6-(2-methoxyethyl)-6H-indolo[2,3-b]quinoxaline exhibits a low reduction potential (-2.01 V vs Fc/Fc⁺), high solubility (>2.7 M in acetonitrile), and remarkable stability (99.86% capacity retention over 49.5 h (202 cycles) of H-cell cycling). This anolyte was paired with N-(2-(2-methoxyethoxy)-ethyl)phenothiazine (MEEPT) to achieve a 2.3 V all-organic NARFB exhibiting 95.8% capacity retention over 75.1 h (120 cycles) of cycling.

We report the total syntheses of daphenylline (1), daphnipaxianine A (5), and himalenine D (6), three Daphniphyllum alkaloids from the calyciphylline A subfamily. A pentacyclic triketone was prepared by using atom‐transfer radical cyclization and the Lu [3+2] cycloaddition as key steps. Inspired by the proposed biosynthetic relationship between 1 and another calyciphylline A type alkaloid, we developed a ring‐expansion/aromatization/aldol cascade to construct the tetrasubstituted benzene moiety of 1. The versatile triketone intermediate was also elaborated into 5 and 6 through a C=C bond migration/aldol cyclization approach.

The first total synthesis of the indolosesquiterpenoid mycoleptodiscin A is described.

We have developed an intermolecular conjugate addition of 3a‐pyrroloindoline/furoindoline radicals to α,β‐unsaturated enones, through visible‐light photoredox catalysis. Ir(ppy)₂(dtbbpy) PF₆ was found to be an effective promoter to initiate this reaction from readily available 3a‐bromopyrroloindolines/furoindolines. This method was exploited to prepare a series of indole terpenoid‐like compounds of potential biological interest. magnified image