and you may need to create a new Wiley Online Library account. 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. Any queries (other than missing content) should be directed to the corresponding author for the article. The molecule adopts a structure like ethane, with which it is isoelectronic. Mitoraj MP(1). via Reaction Discovery Computations Thermodynamic and thermal properties . The H atoms attached to boron are hydridic and those attached to nitrogen are somewhat acidic. DFT studies of dehydrogenation of ammonia–borane catalyzed by [Ir(ItBu′)2]+: A proton transfer mechanism. The facile occurrence of the dehydrogenation of AB was demonstrated by the low activation barriers of the rate‐determining step. Correspondence to: Yong Wang and Wei Liu, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, No. The B−H and N−H distances are 1.15 and 0.96 Å, respectively. Use the link below to share a full-text version of this article with your friends and colleagues. E‐mail: yowang@suda.edu.cn; weiliu@suda.edu.cn. Ammonia borane (also systematically named amminetrihydridoboron), also called borazane, is the chemical compound with the formula H3NBH3. The catalytic dehydrogenation mechanism of ammonia borane (NH3BH3, AB) by Ni N‐heterocyclic carbene (NHC) complexes has been investigated by density functional theory. Copyright © 2014 John Wiley & Sons, Ltd. Ammonia borane has been suggested as a storage medium for hydrogen, e.g. Catalytic AB dehydrogenation has thus been a popular topic in … The density of ammonia borane is reported to be 0.78 g cm −3. Ye Peng, Teng Ben, Yi Jia, Dongjiang Yang, Huijun Zhao, Shilun Qiu, Xiangdong Yao, Dehydrogenation of Ammonia Borane Confined by Low-Density Porous Aromatic Framework, The Journal of Physical Chemistry C, 10.1021/jp308066e, 116, 49, (25694-25700), (2012). [5] It is more hydrogen-dense than liquid hydrogen and also able to exist at normal temperatures and pressures. Working off-campus? 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. Hydrogen release from ammonia borane is mediated by either hydrolysis, thus giving borate products that are difficult to rereduce, or direct dehydrogenation. This difference is consistent with the highly polar nature of ammonia borane. 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. It has attracted attention as a source of hydrogen fuel, but is otherwise primarily of academic interest. Except where otherwise noted, data are given for materials in their, https://en.wikipedia.org/w/index.php?title=Ammonia_borane&oldid=981351867, Creative Commons Attribution-ShareAlike License, This page was last edited on 1 October 2020, at 19:57. Structure, properties, spectra, suppliers and links for: Borane ammonia complex, Ammonia borane. CopyCopied, Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module. The colourless or white solid is the simplest molecular boron-nitrogen-hydride compound. 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. Additionally, many complexes of borane have been prepared, including borane dimethylsulfide (Me2S→BH3) and borane–tetrahydrofuran (THF→BH3). Variations are also possible for the boron component, although primary and secondary boranes are less common.[8]. CopyCopied, CSID:371215, http://www.chemspider.com/Chemical-Structure.371215.html (accessed 04:24, Nov 27, 2020)
and CO Learn more. 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. The closest H−H distance is 1.990 Å, which can be compared with the H−H bonding distance of 0.74 Å. 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. Mechanism for Forming B,C,N,O Rings from NH 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. 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. 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. InChI=1S/BH3.H3N/h2*1H3
Crossref. It was found that the intramolecular pathway is mostly kinetically favorable with lower activation barrier of 15.51 kcal/mol than the intermolecular pathway. First-Principles Study of Intrinsic Defects in Ammonia Borane. Generally adduct are more robust with more basic amines.
It has attracted attention as a source of hydrogen fuel, but is otherwise primarily of academic interest. Author information: (1)Department of Theoretical Chemistry, Faculty of Chemistry, Jagiellonian University, R. Ingardena 3, 30-060 Cracow, Poland. [6], Ammonia borane finds some use in organic synthesis as an air-stable derivative of diborane.[7]. Its similarity to ethane is tenuous since ammonia borane is a solid and ethane is a gas: their melting points differing by 284 °C. 199 Ren'ai Road, Suzhou 215123, China. ammonia borane (AB = NH 3BH 3) has received significant interest given its stability and commercial availability. BH Dehydrocyclization of diamine borane and amine-borane alcohol catalyzed by 1-lithio-2-alkyl-1,2-dihydropyridine and its Na & K analogues: A DFT analysis of the reaction mechanism. CopyCopied, WZMUUWMLOCZETI-UHFFFAOYSA-N
. If you do not receive an email within 10 minutes, your email address may not be registered, Reaction of diborane with ammonia mainly gives the diammoniate salt [H2B(NH3)2]+(BH4)−. Mechanistic insights into tandem amine-borane dehydrogenation and alkene hydrogenation catalyzed by [Pd(NHC)(PCy3)]. for when the gas is used to fuel motor vehicles. 3 This interaction is called a dihydrogen bond. Ammonia borane is the main product when an adduct of borane is employed in place of diborane:[1]. Many analogues have been prepared from primary, secondary, and even tertiary amines: The first amine adduct of borane was derived from trimethylamine. [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. 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. Moreover, for intermolecular dehydrogenation of AB, the activation prefers to take place at monocarbene Ni(NHC) catalyst. International Journal of Hydrogen Energy. Ammonia-borane dehydrogenation catalyzed by Iron pincer complexes: A concerted metal-ligand cooperation mechanism. No predicted properties have been calculated for this compound. 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 ). Number of times cited according to CrossRef: DFT studies on the Ru-Catalyzed hydrolysis ofAmmonia Borane. The B−N distance is 1.58(2) Å. Learn about our remote access options, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, No. Density. 199 Ren'ai Road, Suzhou, 215123 China. 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. Please check your email for instructions on resetting your password. 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. 2 Borane tert-butylamine complex is prepared by the reaction of sodium borohydride with t-butylammonium chloride. The structure of the solid indicates a close association of the NH and the BH centers. Synthesis and Application of Organoboron Compounds. The Catalytic Dehydrocoupling of Amine–Boranes and Phosphine–Boranes.