Chemical Reactivity of the Boron Hydrides and Related Compounds

Chemical Reactivity of the Boron Hydrides and Related Compounds... 

Stone, F. G. A. Chemical Reactivity of the Boron Hydrides and Related Compounds, in Emeleus and Sharpe s Advances in Inorganic Chemistry and Radiochemistry, Yol. II, 279-314, Academic Press, Inc., New York (1960). 

CHEMICAL REACTIVITY OF THE BORON HYDRIDES AND RELATED COMPOUNDS... 

Boron hydride structures and structures of molecules related to them, as well as other properties associated with bonding problems in these compounds, have been reviewed in the first volume of this series (83). Here it is intended to survey chemical reactivity of the boranes and of their derivatives. 

With hydride reagents such as dibal, Z-alkenes can be selectively obtained from alkynes in the phenolic lipid series (ref. 162), and related series of boron reagents greatly supplement the chemical methods of selective reduction and alkyiation. This selectivity has been achieved by the use of less reactive dialkylboranes such as bis(3-methyl-2-butyl)borane (di-isoamylborane), bis(2,3-dimethyl-2-butyl)borane (thexylborane), 9-boraUcyclo[3.kl]nonane (9-BBN) and dicyclohexylborane. Some applications in the polyethenoid field have been summarised (refs. 135,163) and the synthesis of alkenyl compounds generally reviewed (ref. 164). By the use of dibromoborane dimethylsulphide, an internal alkyne can be reduced selectively (ref. 165) as for example in the following way (R = n-alkyl). 

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