2012
DOI: 10.1021/ol302421t
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One-Pot Synthesis of Ammonia–Borane and Trialkylamine–Boranes from Trimethyl Borate

Abstract: A one-pot procedure for the preparation of ammonia borane from trimethyl borate in 90% yield and >99% purity has been reported. This methodology has been modified to prepare a series of trialkylamine-boranes in 70-82% yields from trimethyl borate and lithium hydride/aluminum chloride in the presence of the corresponding trialkylamine.

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Cited by 37 publications
(11 citation statements)
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“…However, the recycling of reductants to lithium aluminum hydride is still a big challenge for industrial application. Their later work demonstrated that trimethoxyborane (B­(OMe) 3 ), which can be produced by the reaction of NH 4 ·BO 2 (the byproduct of AB hydrolysis) with H 2 O and methanol (eqs and ), could be reconverted to AB using a similar strategy (Figure b). , Therefore, the regeneration of AB from hydrolytic byproducts requires more energy than that from the methanolytic ones. It should be noted that AB and sodium borohydride (SB) share borates as the spent fuel, and SB can be employed as the starting material for regenerating AB .…”
Section: Regeneration Of Abmentioning
confidence: 99%
“…However, the recycling of reductants to lithium aluminum hydride is still a big challenge for industrial application. Their later work demonstrated that trimethoxyborane (B­(OMe) 3 ), which can be produced by the reaction of NH 4 ·BO 2 (the byproduct of AB hydrolysis) with H 2 O and methanol (eqs and ), could be reconverted to AB using a similar strategy (Figure b). , Therefore, the regeneration of AB from hydrolytic byproducts requires more energy than that from the methanolytic ones. It should be noted that AB and sodium borohydride (SB) share borates as the spent fuel, and SB can be employed as the starting material for regenerating AB .…”
Section: Regeneration Of Abmentioning
confidence: 99%
“…Ammonia borane (AB) is one of the chemical storage forms of hydrogen with high stability and a high hydrogen content of 19.6 wt %. Experimentally, the synthesis of AB with a yield rate of more than 88% and purity higher than 98% has been achieved in recent years. AB is a solid crystal and the solubility of AB is 33.6 g/(100 g water) at room temperature . Usually, a thermolysis or hydrolysis process is adopted to release the stored hydrogen in AB molecules.…”
Section: Introductionmentioning
confidence: 99%
“…To access the polymers,anAA/BB type polycondensation strategy was selected (Figure 1), using simple bisboronic acids or esters and diammonium chlorides as difunctional monomers,s tarting from ah eterogenous suspension of insoluble starting materials in THF. [9] This approach is versatile and uses readily accessible building blocks. [10] However it requires ap recise stoichiometry to achieve high molar masses.…”
mentioning
confidence: 99%
“…Thep olymerization relies on the formation of the key Lewis pairs.W ec hose to develop as imple,i deally one-step, synthetic route. [9] Thereaction had to be 100 %selective and quantitative for an efficient polycondensation. Thea cid/base reaction of borohydrides and ammonium salts releases dihydrogen gas as as ide-product.…”
mentioning
confidence: 99%