Group 13 Azatranes: Synthetic, Conformational, and Configurational Features.

PINKAS, Jiří; B. GAUL a J. G. VERKADE. Group 13 Azatranes: Synthetic, Conformational, and Configurational Features. Journal of the American Chemical Society. Washington, D.C.: American Chemical Society, 1993, roč. 115, č. 10, s. 3925-3931. ISSN 0002-7863.

Základní údaje

Originální název

Group 13 Azatranes: Synthetic, Conformational, and Configurational Features.

Autoři

PINKAS, Jiří; B. GAUL a J. G. VERKADE

Vydání

Journal of the American Chemical Society, Washington, D.C. American Chemical Society, 1993, 0002-7863

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Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

10402 Inorganic and nuclear chemistry

Stát vydavatele

Spojené státy

Utajení

není předmětem státního či obchodního tajemství

Označené pro přenos do RIV

Ano

Organizační jednotka

Přírodovědecká fakulta

Klíčová slova anglicky

AZASILATRANES; NITROGEN

Štítky

AZASILATRANES, Nitrogen

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Anotace

V originále

The monomeric azatranes E(RNCH2CH2)3N 7 (E = B, R = Me), 8 (E = B, R = SiMe3), and 9 (E = Al, R = SiMe3) can be synthesized from E(NMe2)3 and (HRNCH2CH2)3N in low yields (6-37%). The azatrane 10 (E = Al, R = Me), formed in 64% yield by the analogous reaction, is a stable dimer featuring a four-membered MeNAlNMeAl ring in which the aluminum is five-coordinate as shown by H-1, C-13, and Al-27 NMR spectroscopic techniques (including two-dimensional ones). Compound 7 can be made in 30% yield by reacting 10 with B(OMe)3. Compound 8, in contrast to 7 and 9, exists as rigid enantiomers that interconvert slowly at room temperature on the NMR time scale owing to steric repulsion of the Me3Si groups. VT H-1 and B-11 NMR studies provide evidence for a concerted (rather than a stepwise) racemization mechanism (DELTAH(double dagger), 61 +/- 5 kJ.mol-1; DELTAS(double dagger), -36 +/- 13 J.mol-1 K-1) involving a symmetric (C3v) transition state that retains the transannular bond.