Hydroboration and Hydrozirconation of <i>tert</i>‐Butylimino‐2,2,6,6‐tetramethylpiperidinoborane

Männig, Detlef; Nöth, Heinrich; Schwartz, Manfred; Weber, Siegfried; Wietelmann, Ulrich

doi:10.1002/anie.198509981

Cited by 37 publications

(11 citation statements)

References 19 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Unfortunately, the corresponding 13 C NMR spectroscopic data for the bromo compounds are not available. Conversely, the parent cyclic diborylamine 2 shows only two signals for the methyl groups at positions 6 and 7 both in the 1 H and 13 C NMR spectra 5…”

Section: Resultsmentioning

confidence: 96%

See 1 more Smart Citation

Reactions of Group 13 and 14 Hydrides and Group 1, 2, 13 and 14 Organyl Compounds with (tert‐Butylimino)(2,2,6,6‐tetramethylpiperidino)borane

et al. 2004

Self Cite

View full text Add to dashboard Cite

show abstract

Section: Resultsmentioning

confidence: 96%

“…We have already recently reported on the reaction of BH 3 −THF with 1 5. When diborane is used as the source of BH 3 in the presence of hexane as a solvent, four compounds, 2 − 5 , besides the dimer of 1 , can be detected.…”

Section: Resultsmentioning

confidence: 99%

Reactions of Group 13 and 14 Hydrides and Group 1, 2, 13 and 14 Organyl Compounds with (tert‐Butylimino)(2,2,6,6‐tetramethylpiperidino)borane

et al. 2004

Self Cite

View full text Add to dashboard Cite

show abstract

“…While the catecholatoborane 4 as well as the analogous methyl derivative 1 are cyclic the liquid parent compound tmp−BH−N t Bu−Bcat34 is considered to be noncyclic. This conclusion was based on NMR spectroscopic data.…”

Section: Discussionmentioning

confidence: 99%

Lithium tert‐Butyl[phenyl(2,2,6,6‐tetramethylpiperidino)boryl]amide: A Versatile Reagent

2004

Self Cite

View full text Add to dashboard Cite

A new synthesis of tmp(PhB)N(tBuNLi) (1, tmp = 2,2,6,6‐tetramethylpiperidino) is presented. Compound 1 reacts with many group 13−15 halides, as well as with BH3·THF, to afford, in most cases, compounds of the type tmp(PhB)NtBu−ERn−1 (E = B, Al, Ga, In, Ge, Sn, P, As, Sb, and R = H, Me, Hal). The borane, alane, gallane and indane derivatives have cyclic structures, as shown by X‐ray structure determinations, whereas ERn−1 = GeCl3, SnMe3, SnMe2Cl, SnCl, catecholatophosphanyl, AsCl2 and SbCl2 are noncyclic, although the arsane and stibane derivatives show weak intramolecular E−N coordination to the tmp−N atom. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)

show abstract

“…[' A monometal-stabilized anti-van? Hoff/ LeBel structure exists in 81, which is obtained by hydrozirconation of an iminoborane (H. Noth et al, 1985). [651 The compound exhibits a bonding situation analogous to that in 50-52.…”

Section: Heteroanalogous Systemsmentioning

confidence: 99%

Compounds Containing Planar‐Tetracoordinate Carbon

Röttger

Erker

1997

Angew. Chem. Int. Ed. Engl.

230

165

View full text Add to dashboard Cite

It is a great challenge to synthesize compounds containing planar-tetracoordinate carbon that are stable enough to be isolated, investigated, and handled under ambient conditions. There have therefore been many attempts to construct hydrocarbon frameworks that can incorporate and stabilize tetravalent carbon in this "unnatural" planar coordination geometry, for example, by steric constraints. However, success is apparently more readily achieved if the "square planar" carbon atom is stabilized electronically. Planar-tetracoordinate carbon is spz-hybridized and has an electron deficient o system. The p orbital orthogonal to the bonding plane is occupied by two electrons. Therefore, odonor/Jt-acceptor substituents-that is, many metals-are in principle able to stabilize this "unnatural" geometry of tetravalent carbon. Meanwhile, well-established procedures for synthesizing very stable "anti-van? Hoff/LeBel compounds" have been devised, in which the planar-tetracoordinate carbon atom is stabilized, usually by the combined action of two directly bonded metals. In most cases, the square-planar carbon is part of a double bond system. Typical stabilizing metal combinations are Zr/ A1 or Zr/B, but there are also examples containing two transition metals from the right-hand side of the periodic table. Reliable estimates for the energy of stabilization of square planar carbon in such compounds are now available. Both theoretical and experimental investigations show that square planar carbon atoms that are stabilized by Zr/Zr+ and Zr/Al in dimetallic compounds are favored by about 12and 40 kcal mol-', respectively, over the trigonal planar alternatives. Square planar coordinated carbon is thus no longer an unusual feature in organometallic chemistry and must now be more frequently considered as an alternative structural possibility.

show abstract

Hydroboration and Hydrozirconation of tert‐Butylimino‐2,2,6,6‐tetramethylpiperidinoborane

Cited by 37 publications

References 19 publications

Reactions of Group 13 and 14 Hydrides and Group 1, 2, 13 and 14 Organyl Compounds with (tert‐Butylimino)(2,2,6,6‐tetramethylpiperidino)borane

Reactions of Group 13 and 14 Hydrides and Group 1, 2, 13 and 14 Organyl Compounds with (tert‐Butylimino)(2,2,6,6‐tetramethylpiperidino)borane

Lithium tert‐Butyl[phenyl(2,2,6,6‐tetramethylpiperidino)boryl]amide: A Versatile Reagent

Compounds Containing Planar‐Tetracoordinate Carbon

Contact Info

Product

Resources

About