Molecular Oxygen-Mediated Radical Alkylation of C(sp3)–H Bonds with Boronic Acids

2021 ◽  
Author(s):  
Le Yang ◽  
Zhihong Qiu ◽  
Jintao Wu ◽  
Jianyou Zhao ◽  
Tong Shen ◽  
...  
Keyword(s):  
Molecular Oxygen ◽  
Boronic Acids

Visible-light-mediated photoredox minisci C–H alkylation with alkyl boronic acids using molecular oxygen as an oxidant

2020 ◽  
Vol 56 (83) ◽  
pp. 12652-12655 ◽  
Author(s):  
Jianyang Dong ◽  
Fuyang Yue ◽  
Hongjian Song ◽  
Yuxiu Liu ◽  
Qingmin Wang
Keyword(s):  
Visible Light ◽  
Molecular Oxygen ◽  
Boronic Acid ◽  
Room Temperature ◽  
Boronic Acids ◽  
Acid Activation ◽  
Alkylation Reactions

Direct visible-light-mediated Minisci C–H alkylation reactions of N-heteroarenes with alkyl boronic acids at room temperature with molecular oxygen as an oxidant and boronic acid activation reagent were reported.

Photoinduced hydroxylation of arylboronic acids with molecular oxygen under photocatalyst-free conditions

2019 ◽  
Vol 21 (18) ◽  
pp. 4971-4975 ◽  
Author(s):  
Yu-Ting Xu ◽  
Chen-Yuan Li ◽  
Xiao-Bo Huang ◽  
Wen-Xia Gao ◽  
Yun-Bing Zhou ◽  
...  
Keyword(s):  
Molecular Oxygen ◽  
Boronic Acids ◽  
Arylboronic Acids

We disclose a photoinduced aerobic hydroxylation of boronic acids under photocatalyst-free conditions, providing a green entry to phenols and alcohols.

Interaction of Molecular Oxygen with Si(001) Surface Covered with a Chromium or Titanium Monolayer

2015 ◽  
Vol 60 (1) ◽  
pp. 46-51 ◽  
Author(s):  
I.P. Koval ◽  
◽  
Yu.A. Len ◽  
M.G. Nakhodkin ◽  
M.O. Svishevs’kyi ◽  
...  
Keyword(s):  
Molecular Oxygen

Energetic Control of Redox-Active Polymers Towards Safe Organic Bioelectronic Materials

2019 ◽  
Author(s):  
Alexander Giovannitti ◽  
Reem B. Rashid ◽  
Quentin Thiburce ◽  
Bryan D. Paulsen ◽  
Camila Cendra ◽  
...  
Keyword(s):  
Molecular Oxygen ◽  
Organic Semiconductors ◽  
Side Reaction ◽  
Semiconducting Polymers ◽  
Side Reactions ◽  
Redox Active ◽  
Donor Acceptor ◽  
Electrochemical Devices ◽  
Biological Environment ◽  
Device Operation

<p>Avoiding faradaic side reactions during the operation of electrochemical devices is important to enhance the device stability, to achieve low power consumption, and to prevent the formation of reactive side‑products. This is particularly important for bioelectronic devices which are designed to operate in biological systems. While redox‑active materials based on conducting and semiconducting polymers represent an exciting class of materials for bioelectronic devices, they are susceptible to electrochemical side‑reactions with molecular oxygen during device operation. We show that this electrochemical side reaction yields hydrogen peroxide (H<sub>2</sub>O<sub>2</sub>), a reactive side‑product, which may be harmful to the local biological environment and may also accelerate device degradation. We report a design strategy for the development of redox-active organic semiconductors based on donor-acceptor copolymers that prevent the formation of H<sub>2</sub>O<sub>2</sub> during device operation. This study elucidates the previously overlooked side-reactions between redox-active conjugated polymers and molecular oxygen in electrochemical devices for bioelectronics, which is critical for the operation of electrolyte‑gated devices in application-relevant environments.</p>

A Mild and Simple Method for Making MIDA Boronates

2020 ◽  
Author(s):  
Aidan Kelly ◽  
Peng-Jui (Ruby) Chen ◽  
Jenna Klubnick ◽  
Daniel J. Blair ◽  
Martin D. Burke
Keyword(s):  
Organic Synthesis ◽  
Boronic Acids ◽  
Simple Method ◽  
Direct Preparation ◽  
Synthesis Procedure ◽  
Harsh Conditions

<div> <div> <div> <p>Existing methods for making MIDA boronates require harsh conditions and complex procedures to achieve dehydration. Here we disclose that a pre-dried form of MIDA, MIDA anhydride, acts as both a source of the MIDA ligand and an in situ desiccant to enable a mild and simple MIDA boronate synthesis procedure. This method expands the range of sensitive boronic acids that can be converted into their MIDA boronate counterparts. Further utilizing unique properties of MIDA boronates, we have developed a MIDA Boronate Maker Kit which enables the direct preparation and purification of MIDA boronates from boronic acids using only heating and centrifuge equipment that is widely available in labs that do not specialize in organic synthesis. </p> </div> </div> </div>

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