Related Experiment Video
Updated: May 10, 2025
08:56
Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
2.6K
Synthesis, Structural Characterization, and Hydrogen Release of Al-Based Amidoboranes Derived from MAlH4 (Li,
Ting Zhang1, Xiao Li1,2, Hai-Wen Li3
1Institute of Condensed Matter and Nanosciences, Université Catholique de Louvain, Place Louis Pasteur 1, 1348 Louvain-la-Neuve, Belgium.
Molecules (Basel, Switzerland)
|April 26, 2025
Summary
Novel aluminum-based amidoboranes were synthesized for hydrogen storage. These compounds release pure hydrogen, offering a promising advancement in materials for clean energy applications.
Area of Science:
- Materials Science
- Inorganic Chemistry
- Hydrogen Storage Technologies
Background:
- Multi-metallic amidoboranes are explored for hydrogen storage due to high hydrogen content.
- Aluminum-based complex hydrides are attractive due to their lightweight and abundance.
Purpose of the Study:
- Synthesize novel tetrahedrally coordinated Al-based amidoboranes.
- Investigate their structural, chemical, and thermal properties for hydrogen storage applications.
Main Methods:
- Synthesis using ethylenediamine bis(borane) (EDAB) precursor.
- Structure determination via synchrotron powder X-ray diffraction and modeling.
- Characterization using IR spectroscopy, thermal gravimetric analysis, and mass spectrometry.
Main Results:
- Two new Al-based amidoboranes, Li[Al(BH3NHCH2CH2NHBH3)2] and Na(THF)[Al(BH3NHCH2CH2NHBH3)2], were successfully synthesized.
- The Al-N bond formation was confirmed, and the structure of the sodium compound was elucidated.
- Both compounds release hydrogen without ammonia or diborane, with the sodium compound showing greater air stability.
Conclusions:
- This work presents the first Al-based amidoboranes with chelation coordination geometry.
- These findings establish a foundation for understanding the synthesis, structure, and properties of complex multi-metallic amidoboranes for hydrogen storage.
Related Concept Videos
03:08Hydroboration-Oxidation of Alkenes
7.6K
In addition to the oxymercuration–demercuration method, which converts the alkenes to alcohols with Markovnikov orientation, a complementary hydroboration-oxidation method yields the anti-Markovnikov product. The hydroboration reaction, discovered in 1959 by H.C. Brown, involves the addition of a B–H bond of borane to an alkene giving an organoborane intermediate. The oxidation of this intermediate with basic hydrogen peroxide forms an alcohol.
7.6K
02:47Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation
17.6K
Introduction
One of the convenient methods for the preparation of aldehydes and ketones is via hydration of alkynes. Hydroboration-oxidation of alkynes is an indirect hydration reaction in which an alkyne is treated with borane followed by oxidation with alkaline peroxide to form an enol that rapidly converts into an aldehyde or a ketone. Terminal alkynes form aldehydes, whereas internal alkynes give ketones as the final product.
One of the convenient methods for the preparation of aldehydes and ketones is via hydration of alkynes. Hydroboration-oxidation of alkynes is an indirect hydration reaction in which an alkyne is treated with borane followed by oxidation with alkaline peroxide to form an enol that rapidly converts into an aldehyde or a ketone. Terminal alkynes form aldehydes, whereas internal alkynes give ketones as the final product.
17.6K
02:36Regioselectivity and Stereochemistry of Hydroboration
8.0K
A significant aspect of hydroboration–oxidation is the regio- and stereochemical outcome of the reaction.
Hydroboration proceeds in a concerted fashion with the attack of borane on the π bond, giving a cyclic four-centered transition state. The –BH2 group is bonded to the less substituted carbon and –H to the more substituted carbon. The concerted nature requires the simultaneous addition of –H and –BH2 across the same face of the alkene giving syn...
Hydroboration proceeds in a concerted fashion with the attack of borane on the π bond, giving a cyclic four-centered transition state. The –BH2 group is bonded to the less substituted carbon and –H to the more substituted carbon. The concerted nature requires the simultaneous addition of –H and –BH2 across the same face of the alkene giving syn...
8.0K
01:14Alkylation of β-Diester Enolates: Malonic Ester Synthesis
3.3K
Malonic ester synthesis is a method to obtain α substituted carboxylic acids from ꞵ-diesters such as diethyl malonate and alkyl halides.
3.3K
02:41Formation of Halohydrin from Alkenes
12.6K
An alkene, such as propene, reacts with bromine in the presence of water to yield a halohydrin. Halohydrins contain a halogen and a hydroxyl group attached to adjacent carbons. When the halogen is bromine, it is called a bromohydrin, while a chlorohydrin has chlorine as the halogen.
12.6K
00:51Base-Promoted α-Halogenation of Aldehydes and Ketones
3.3K
α-Halogenation of aldehydes and ketones is a reaction involving the substitution of α hydrogens with halogens in the presence of a base. The reaction begins with the abstraction of α hydrogen by the base to produce a nucleophilic enolate ion. This intermediate undergoes a subsequent nucleophilic substitution with the halogen to produce a monohalogenated carbonyl compound. If the starting substrate has more than one α hydrogen, it is difficult to stop the reaction...
3.3K