First-Principles Study of Intrinsic Defects in Ammonia Borane. Working off-campus? Learn more. The H atoms attached to boron are hydridic and those attached to nitrogen are somewhat acidic. Correspondence to: Yong Wang and Wei Liu, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, No. Published by Elsevier B.V. Ammonia borane (AB) is a solid hydrogen storage material that has garnered attention for its high hydrogen weight density (19.6 wt %) and ease of handling and transport. Density. and you may need to create a new Wiley Online Library account. via Reaction Discovery Computations 3 Lower densities were measured for polycrystalline pellets (0.73 g cm −3) and were determined from powder XRD (0.74 g cm −3 for the tetragonal phase , , , , and 0.7799 g cm −3 for the orthorhombic one ). The molecule adopts a structure like ethane, with which it is isoelectronic. Mechanistic insights into tandem amine-borane dehydrogenation and alkene hydrogenation catalyzed by [Pd(NHC)(PCy3)]. 2 Hydrogen release from ammonia borane is mediated by either hydrolysis, thus giving borate products that are difficult to rereduce, or direct dehydrogenation. The catalytic dehydrogenation mechanism of ammonia borane (NH3BH3, AB) by Ni N‐heterocyclic carbene (NHC) complexes has been investigated by density functional theory. The full text of this article hosted at iucr.org is unavailable due to technical difficulties. Two possible mechanisms of the dehydrogenation of NH 3 BH 3 have been theoretically studied: intramolecular reaction at Ni dicarbene and intermolecular reaction at Ni monocarbene and dicarbene. Ammonia borane has been suggested as a storage medium for hydrogen, e.g. Author information: (1)Department of Theoretical Chemistry, Faculty of Chemistry, Jagiellonian University, R. Ingardena 3, 30-060 Cracow, Poland. DFT studies of dehydrogenation of ammonia–borane catalyzed by [Ir(ItBu′)2]+: A proton transfer mechanism. Click to predict properties on the Chemicalize site, For medical information relating to Covid-19, please consult the, ACD/Labs Percepta Platform - PhysChem Module, Compounds with the same molecular formula, Search Google for structures with same skeleton. ammonia borane (AB = NH 3BH 3) has received significant interest given its stability and commercial availability. No predicted properties have been calculated for this compound. Two possible mechanisms of the dehydrogenation of NH3BH3 have been theoretically studied: intramolecular reaction at Ni dicarbene and intermolecular reaction at Ni monocarbene and dicarbene. 199 Ren'ai Road, Suzhou 215123, China. Crossref. CopyCopied, CSID:371215, http://www.chemspider.com/Chemical-Structure.371215.html (accessed 04:24, Nov 27, 2020) The colourless or white solid is the simplest molecular boron-nitrogen-hydride compound. Any queries (other than missing content) should be directed to the corresponding author for the article. Learn about our remote access options, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, No. Reaction of diborane with ammonia mainly gives the diammoniate salt [H2B(NH3)2]+(BH4)−. Investigation of ligand steric effect on the hydrogen gas produced via a nickel-catalyzed dehydrogenation of ammonia-borane utilizing unsymmetrical triazolylidene ligands. CopyCopied, Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module. Number of times cited according to CrossRef: DFT studies on the Ru-Catalyzed hydrolysis ofAmmonia Borane. Catalytic AB dehydrogenation has thus been a popular topic in … Variations are also possible for the boron component, although primary and secondary boranes are less common.[8]. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. . Mitoraj MP(1). In addition, the phonon density of states for neat ammonia borane compares well with other spectroscopic results, with the intense peak at 22meV assigned to the librational NH 3 and BH 3 modes, whereas ammonia borane on MCM-41 displays a broad, featureless spectrum indicating a poorly crystalline material. International Journal of Hydrogen Energy. Bonding in ammonia borane: an analysis based on the natural orbitals for chemical valence and the extended transition state method (ETS-NOCV). Its similarity to ethane is tenuous since ammonia borane is a solid and ethane is a gas: their melting points differing by 284 °C. Please check your email for instructions on resetting your password. Ammonia borane (also systematically named amminetrihydridoboron), also called borazane, is the chemical compound with the formula H3NBH3. Ammonia borane is the main product when an adduct of borane is employed in place of diborane:[1]. It can be made to release hydrogen on heating, being polymerized first to (NH2BH2)n, then to (NHBH)n,[4] which ultimately decomposes to boron nitride (BN) at temperatures above 1000 °C. Ammonia borane (also systematically named amminetrihydridoboron), also called borazane, is the chemical compound with the formula H 3 NBH 3.The colourless or white solid is the simplest molecular boron-nitrogen-hydride compound. Generally adduct are more robust with more basic amines. However, in the absence of a straightforward, efficient method for regenerating AB from dehydrogenated polymeric spent fuel, its full potential as a viable H2 storage material will not be realized. The Catalytic Dehydrocoupling of Amine–Boranes and Phosphine–Boranes. It was found that the intramolecular pathway is mostly kinetically favorable with lower activation barrier of 15.51 kcal/mol than the intermolecular pathway. It has attracted attention as a source of hydrogen fuel, but is otherwise primarily of academic interest. The B−N distance is 1.58(2) Å. InChI=1S/BH3.H3N/h2*1H3 and CO CopyCopied, WZMUUWMLOCZETI-UHFFFAOYSA-N Borane tert-butylamine complex is prepared by the reaction of sodium borohydride with t-butylammonium chloride. The catalytic dehydrogenation mechanism of ammonia borane (NH 3 BH 3, AB) by Ni N‐heterocyclic carbene (NHC) complexes has been investigated by density functional theory. Many analogues have been prepared from primary, secondary, and even tertiary amines: The first amine adduct of borane was derived from trimethylamine. Moreover, for intermolecular dehydrogenation of AB, the activation prefers to take place at monocarbene Ni(NHC) catalyst. BH It has attracted attention as a source of hydrogen fuel, but is otherwise primarily of academic interest. for when the gas is used to fuel motor vehicles. Copyright © 2014 John Wiley & Sons, Ltd. Mechanism for Forming B,C,N,O Rings from NH Ammonia borane, isoelectronic with ethane, is a solid at room temperature, stable in air and water and contains 190 g/kg (100–140 g/L) hydrogen. The closest H−H distance is 1.990 Å, which can be compared with the H−H bonding distance of 0.74 Å. This interaction is called a dihydrogen bond. [2][3] The original crystallographic analysis of this compound reversed the assignments of B and N. The updated structure was arrived at with improved data using the technique of neutron diffraction that allowed the hydrogen atoms to be located with greater precision. Enter your email address below and we will send you your username, If the address matches an existing account you will receive an email with instructions to retrieve your username, By continuing to browse this site, you agree to its use of cookies as described in our, I have read and accept the Wiley Online Library Terms and Conditions of Use. Ammonia-borane dehydrogenation catalyzed by Iron pincer complexes: A concerted metal-ligand cooperation mechanism. E‐mail: yowang@suda.edu.cn; weiliu@suda.edu.cn. Synthesis and Application of Organoboron Compounds. [6], Ammonia borane finds some use in organic synthesis as an air-stable derivative of diborane.[7]. Ammonia borane (H3N-BH3, AB) is a lightweight material containing a high density of hydrogen (H2) that can be readily liberated for use in fuel cell–powered applications. Thermodynamic and thermal properties . 3 The B−H and N−H distances are 1.15 and 0.96 Å, respectively.