» Articles » PMID: 31489159

Mild Synthesis of Diboryldiborenes by Diboration of B-B Triple Bonds

Overview
Journal Chem Sci
Specialty Chemistry
Date 2019 Sep 7
PMID 31489159
Citations 6
Authors
Affiliations
Soon will be listed here.
Abstract

A set of diboryldiborenes are prepared by the mild, catalyst-free, room-temperature diboration of the B-B triple bonds of doubly base-stabilized diborynes. Two of the product diboryldiborenes are found to be air- and water-stable in the solid state, an effect that is attributed to their high crystallinity and extreme insolubility in a wide range of solvents.

Citing Articles

A Discrete Trialane with a Near-Linear Al Axis.

Dhara D, Endres L, Roy A, Dewhurst R, Bertermann R, Fantuzzi F J Am Chem Soc. 2024; 146(49):33536-33542.

PMID: 39589753 PMC: 11638959. DOI: 10.1021/jacs.4c10967.


Metal-Free Intermolecular C-H Borylation of N-Heterocycles at B-B Multiple Bonds.

Bruckner T, Ritschel B, Jimenez-Halla J, Fantuzzi F, Duwe D, Markl C Angew Chem Int Ed Engl. 2022; 62(5):e202213284.

PMID: 36440659 PMC: 10107673. DOI: 10.1002/anie.202213284.


Hydrophosphination of boron-boron multiple bonds.

Stennett T, Jayaraman A, Bruckner T, Schneider L, Braunschweig H Chem Sci. 2021; 11(5):1335-1341.

PMID: 34123256 PMC: 8148080. DOI: 10.1039/c9sc05908c.


Synthesis of Boron Analogues of Enamines via Hydroamination of a Boron-Boron Triple Bond.

Bruckner T, Hess M, Stennett T, Rempel A, Braunschweig H Angew Chem Int Ed Engl. 2020; 60(2):736-741.

PMID: 33058434 PMC: 7839459. DOI: 10.1002/anie.202012101.


From the discovery of field ionization to field desorption and liquid injection field desorption/ionization-mass spectrometry-A journey from principles and applications to a glimpse into the future.

Gross J Eur J Mass Spectrom (Chichester). 2020; 26(4):241-273.

PMID: 32605392 PMC: 7383431. DOI: 10.1177/1469066720939399.


References
1.
Hermann A, Cid J, Mattock J, Dewhurst R, Krummenacher I, Vargas A . Diboryldiborenes: π-Conjugated B Chains Isoelectronic to the Butadiene Dication. Angew Chem Int Ed Engl. 2018; 57(32):10091-10095. DOI: 10.1002/anie.201805394. View

2.
Nozaki K, Aramaki Y, Yamashita M, Ueng S, Malacria M, Lacote E . Boryltrihydroborate: synthesis, structure, and reactivity as a reductant in ionic, organometallic, and radical reactions. J Am Chem Soc. 2010; 132(33):11449-51. DOI: 10.1021/ja105277u. View

3.
Rixin Wang S, Arrowsmith M, Braunschweig H, Dewhurst R, Paprocki V, Winner L . CuOTf-mediated intramolecular diborene hydroarylation. Chem Commun (Camb). 2017; 53(87):11945-11947. DOI: 10.1039/c7cc07371b. View

4.
Braunschweig H, Ye Q, Vargas A, Dewhurst R, Radacki K, Damme A . Controlled homocatenation of boron on a transition metal. Nat Chem. 2012; 4(7):563-7. DOI: 10.1038/nchem.1379. View

5.
Arrowsmith M, Braunschweig H, Stennett T . Formation and Reactivity of Electron-Precise B-B Single and Multiple Bonds. Angew Chem Int Ed Engl. 2016; 56(1):96-115. DOI: 10.1002/anie.201610072. View