scholarly journals On the rate of boronate ester formation inortho-aminomethyl-functionalised phenyl boronic acids

2013 ◽  
Vol 25 (2) ◽  
pp. 79-86 ◽  
Author(s):  
Byron E. Collins ◽  
Pedro Metola ◽  
Eric V. Anslyn
Keyword(s):  
Boronic Acids ◽  
Boronate Ester ◽  
Ester Formation

Synthesis of tetrafunctionalized pentiptycenequinones for construction of cyclic dimers with a cylindrical shape by boronate ester formation

2015 ◽  
Vol 56 (34) ◽  
pp. 4880-4884 ◽  
Author(s):  
Shigehisa Akine ◽  
Daisuke Kusama ◽  
Yuri Takatsuki ◽  
Tatsuya Nabeshima
Keyword(s):  
Cylindrical Shape ◽  
Boronate Ester ◽  
Ester Formation

scholarly journals Interdependent Dynamic Nitroaldol and Boronic Ester Reactions for Complex Dynamers of Different Topologies

2021 ◽  
Author(s):  
Antanas Karalius ◽  
Yunchuan Qi ◽  
Mubarak Ayinla ◽  
Zoltan Szabo ◽  
Olof Ramstrom
Keyword(s):  
Dynamic Systems ◽  
Main Chain ◽  
Building Blocks ◽  
Boronic Acids ◽  
Complex Dynamic ◽  
Complex Dynamic Systems ◽  
Boronic Ester ◽  
Ester Formation ◽  
Nitroaldol Reaction ◽  
Hydrolysis Of

Complex dynamic systems displaying interdependency between nitroaldol and boronic ester reactions have been demonstrated. Nitroalkane-1,3-diols, generated by the nitroaldol reaction, were susceptible to ester formation with different boronic acids in aprotic solvents, whereas hydrolysis of the esters occurred in the presence of water. The boronic ester formation led to significant stabilization of the nitroaldol adducts under basic conditions. The use of bifunctional building blocks was furthermore established, allowing for main chain nitroaldol-boronate dynamers as well as complex network dynamers with distinct topologies. The shape and rigidity of the resulting dynamers showed an apparent dependency on the configuration of the boronic acids.

Injectable Self-Healing Hydrogels Based on Boronate Ester Formation between Hyaluronic Acid Partners Modified with Benzoxaborin Derivatives and Saccharides

2019 ◽  
Vol 21 (1) ◽  
pp. 230-239 ◽  
Author(s):  
Tamiris Figueiredo ◽  
Jing Jing ◽  
Isabelle Jeacomine ◽  
Johan Olsson ◽  
Thibaud Gerfaud ◽  
...  
Keyword(s):  
Hyaluronic Acid ◽  
Self Healing ◽  
Boronate Ester ◽  
Ester Formation

scholarly journals meta-Selective C–H functionalisation of aryl boronic acids directed by a MIDA-derived boronate ester

2020 ◽  
Vol 11 (12) ◽  
pp. 3301-3306 ◽  
Author(s):  
Alexander F. Williams ◽  
Andrew J. P. White ◽  
Alan C. Spivey ◽  
Christopher J. Cordier
Keyword(s):  
Acid Derivative ◽  
Boronic Acids ◽  
Protecting Group ◽  
Boronate Ester ◽  
Methyliminodiacetic Acid

An N-methyliminodiacetic acid derivative allows the meta-C–H functionalisation of boronic acids, acting simultaneously as a directing and protecting group.

Facile amidinations of 2-aminophenylboronic acid promoted by boronate ester formation

2019 ◽  
Vol 17 (4) ◽  
pp. 803-806 ◽  
Author(s):  
Brighid B. Pappin ◽  
Taylor A. Garget ◽  
Peter C. Healy ◽  
Michela I. Simone ◽  
Milton J. Kiefel ◽  
...  
Keyword(s):  
High Temperatures ◽  
Boronate Ester ◽  
Ester Formation ◽  
Aminophenylboronic Acid ◽  
Amine Addition

Amidine synthesis by amine addition to nitriles normally requires high temperatures or harsh catalysts.

An approach to enzyme inhibition employing reversible boronate ester formation

MedChemComm ◽  
2011 ◽  
Vol 2 (5) ◽  
pp. 390 ◽  
Author(s):  
Ivanhoe K. H. Leung ◽  
Tom Brown Jr ◽  
Christopher J. Schofield ◽  
Timothy D. W. Claridge
Keyword(s):  
Enzyme Inhibition ◽  
Boronate Ester ◽  
Ester Formation

scholarly journals The mechanisms of boronate ester formation and fluorescent turn-on in ortho-aminomethylphenylboronic acids

2019 ◽  
Vol 11 (9) ◽  
pp. 768-778 ◽  
Author(s):  
Xiaolong Sun ◽  
Brette M. Chapin ◽  
Pedro Metola ◽  
Byron Collins ◽  
Binghe Wang ◽  
...  
Keyword(s):  
Boronate Ester ◽  
Turn On ◽  
Ester Formation

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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