Literature DB >> 32841037

A Mild Method for Making MIDA Boronates.

Aidan M Kelly1, Peng-Jui Chen1, Jenna Klubnick1, Daniel J Blair1, Martin D Burke1,2,3,4,5.   

Abstract

We disclose that a predried form of methyliminodiacetic acid (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 laboratories that do not specialize in organic synthesis.

Entities:  

Year:  2020        PMID: 32841037     DOI: 10.1021/acs.orglett.0c02449

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

1.  Digitizing Chemical Synthesis in 3D Printed Reactionware.

Authors:  Andrius Bubliauskas; Daniel J Blair; Henry Powell-Davies; Philip J Kitson; Martin D Burke; Leroy Cronin
Journal:  Angew Chem Int Ed Engl       Date:  2022-03-25       Impact factor: 16.823

2.  A Convenient, Rapid, Conventional Heating Route to MIDA Boronates.

Authors:  Andrew McGown; Anthony K Edmonds; Daniel Guest; Verity L Holmes; Chris Dadswell; Ramón González-Méndez; Charles A I Goodall; Mark C Bagley; Barnaby W Greenland; John Spencer
Journal:  Molecules       Date:  2022-08-09       Impact factor: 4.927

3.  The dioxasilepanyl group as a versatile organometallic unit: studies on stability, reactivity, and utility.

Authors:  Hayate Saito; Jun Shimokawa; Hideki Yorimitsu
Journal:  Chem Sci       Date:  2021-06-08       Impact factor: 9.825

  3 in total

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