Journal of the Chemical Society, Dalton Transactions p. 47 - 50 (1993)
Update date:2022-07-29
Topics:
Yalpani, Mohamed
Boese, Roland
Seevogel, Klaus
Koester, Roland
The carboxylic acids RCO2H a, Et b, 3,4,5-(MeO)3C6H2 c, 4-MeOC6H4 d, Ph e, 2,4,6-Me3C6H2 f, 2,6-Cl2C6H3 g, or 3,5-(CF3)2C6H3 h> were treated with triethylborane or with bis(9-borabicyclo<3.3.1>nonane) to give the acyloxydiethylboranes 1a-1h and the 9-acyloxy-9-(borabicyclo<3.3.1>nonanes) 2a-2h, respectively.Compounds 1a-1h are largely unassociated in nonpolar solvents ((11)B NMR, IR spectroscopy).As pure liquids, or in the solid state, they form equilibrium mixtures of monomeric and associated (dimeric) molecules (IR spectroscopy).Compounds 2a-2f are completely associated as pure liquids and in the solid state, but only weakly associated in non-polar solvents.Based in the crystal structure of dimeric 2e, it is proposed that, when associated, derivatives of both 1 and 2 form cyclic dimers.
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