Please use this identifier to cite or link to this item: http://scholarbank.nus.edu.sg/handle/10635/33303
Title: Application of Ammonia Borane and Metal Amidoboranes in Organic Reduction
Authors: XU WEILIANG
Keywords: ammonia borane, metal amidoborane, double hydrogen transfer, reduction, hydrogen storage, unsaturated organic compound
Issue Date: 19-Jan-2012
Source: XU WEILIANG (2012-01-19). Application of Ammonia Borane and Metal Amidoboranes in Organic Reduction. ScholarBank@NUS Repository.
Abstract: Ammonia borane (NH3BH3, AB) and metal amidoboranes (M(NH2BH3)n,MABs) are attractive materials for hydrogen storage. One of the driving forces for releasing hydrogen is the co-existence of protic and hydridic hydrogens in their structures. The objectives of this study were to explore AB and MABs as reducing agents in organic reduction and to study the reduction mechanism involved. Our experimental results show that AB and MAB possess high reactivity in reducing carbonyls and imines at mild condition. Based on the in-situ FT-IR and NMR characterizations, we found that not only the hydridic hydrogens of AB or MAB, but the protic hydrogens of AB or MAB also participate in reactions. MABs are also found to be highly chemoselective reagents for the reduction of a,b-unsaturated carbonyls to allylic alcohols and reducing agents for reductive amination. The results of this thesis may provide guidelines for utilizing AB and MABs not only as hydrogen storage materials but also reducing reagents in organic reduction.
URI: http://scholarbank.nus.edu.sg/handle/10635/33303
Appears in Collections:Ph.D Theses (Open)

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