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• W1972979913 abstract "In order to study the competition between deprotonation, borate formation, and B−N bond cleavage, six triaminoboranes bearing 1−3 NH functions were treated with butyllithium. The 2-anilino-1,3,2-diazaborolidine 1 was cleanly deprotonated, but the resulting N-lithio compound could not be crystallized. However, as a result of slow hydrolysis, the lithium 2-oxido derivative 7 was isolated in low yield as a dimeric ether solvate. Double deprotonation of 2-(dimethylamino)-1,3,2-benzodiazaborolidine (9) was accompanied by B−N bond cleavage. The dilithio derivative reacted with Me3SiCl to produce 2-dimethylamino-1,3-bis(trimethylsilyl)-1,3,2-benzodiazaborolidine (11). Similarly, dianilino(diphenylamino)borane (2) was readily deprotonated to the insoluble dilithium compound. B−N bond cleavage also occurred, however, and the solvates Ph2NLi·dme (13) and Ph2NLi·2py (14) were isolated. These are dimeric, the former with a planar Li2N2 ring, the latter possessing an N−Li−N−Li chain structure. Triply metallated trianilinoborane (15) crystallized as dimeric B(NLiPh)3·LiCl·(OEt2)3 (15A). Treatment of trianilinoborane (3) with LiBu in 1:1 and 1:2 ratios showed that the deprotonation was accompanied by the formation of anilino(butyl)borates. Treatment of the dilithio derivative of 3 with Me3SnCl afforded B[N(SnMe3)Ph]3 (23), a result of substituent exchange. Tris(2-pyridylamino)borane (4), with a planar skeleton, reacted with BuLi both by deprotonation and by B−N bond cleavage. The metallated triaminoborane crystallized as dimeric Li4B(NR*)3NHR*(THF)3 (18; R* = 2-pyridyl). Tris(8-quinolylamino)borane (5) can also be triply lithiated according to 11B and 7Li NMR spectroscopic data. X-ray determination of the structures of compounds 1−3 showed the absence of N−H···N hydrogen bonding, which seems to be responsible for the planar structures of compounds 4 and 5. The planarity of the BN3 units in 3 and 4 was retained in the trilithiated compounds 15A and 18, as ascertained by X-ray structure determination. (© Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)" @default.
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• W1972979913 date "2002-05-01" @default.
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• W1972979913 title "Triaminoboranes and Their Metallation toN-Lithiotriaminoboranes" @default.
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• W1972979913 doi "https://doi.org/10.1002/1099-0682(200205)2002:5<1132::aid-ejic1132>3.0.co;2-u" @default.
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