1,2-Dihydro-1,2-azaborine

changed changed 477185111 correct ?? 1,2-dihydro-1,2-azaborine-2D-skeletal.png 125 Skeletal formula of 1,2-dihydro-1,2-azaborine 1,2-Dihydro-1,2-azaborine-3D-balls.png 125 Ball-and-stick model of the 1,2-dihydro-1,2-azaborine molecule 1,2-Dihydro-1,2-azaborine changed ?? 6680-69-9 12300196 PubChem has wrong formula changed chemspider 24769701 changed chemspider 1S/C4H6BN/c1-2-4-6-5-3-1/h1-6H changed chemspider OGZZEGWWYQKMSO-UHFFFAOYSA-N C1=CC=CNB1 C4H6BN 78.908 g mol−1 clear, colorless liquid −46 to −45 °C. 1,2-Dihydro-1,2-azaborine is an aromatic chemical compound with properties intermediate between benzene and borazine. Its chemical formula is C4BNH6. It resembles a benzene ring, except that two adjacent carbons are replaced by nitrogen and boron, respectively. Several other 1,2-azaborines have been synthesized.Dewar Michael J. S. Marr Peter A. 1962-10-01 A Derivative of Borazarene https://doi.org/10.1021/ja00878a045 Journal of the American Chemical Society 84 19 3782–3782 10.1021/ja00878a045 0002-7863 subscription Preparation After decades of failed attempts, the compound was synthesized in 2008 and reported in January 2009.Stu Borman. "Long-Sought Benzenelike Molecule Created: Aromaticity of organic-inorganic hybrid resembles benzene's." C&EN January 5, 2009 Volume 87, Number 01 p. 11 Angew. Chem. Int. Ed. 48 5 January 2009 973–977 10.1002/anie.200805554 A Hybrid Organic/Inorganic Benzene A. J. V. Marwitz M. H. Matus L. N. Zakharov D. A. Dixon S.-Y. Liu 19105174 free One of the synthetic steps is a ring-closing metathesis (RCM) reaction:TBS = tert-butyldimethylsilyl, step 2 RCM = ring-closing metathesis using Grubbs' catalyst, step 3 organic oxidation using palladium on carbon, step 4 reduction LiBHEt3, step 5 conversion to piano stool complex as protective group with chromium carbonyl derivative, step 6 cleavage N-TBS bond HF, step 7 deprotection with triphenylphosphine 1,2-Dihydro-1,2-azaborine synthesis Marwitz et al. 2009 References Category:Simple aromatic rings Category:Boron heterocycles Category:Nitrogen heterocycles Category:Six-membered rings Category:Boron–nitrogen compounds