92310-74-2Relevant articles and documents
Hydroboration Catalyzed by 1,2,4,3-Triazaphospholenes
Tien, Chieh-Hung,Adams, Matt R.,Ferguson, Michael J.,Johnson, Erin R.,Speed, Alexander W. H.
supporting information, p. 5565 - 5568 (2017/10/25)
The synthesis and study of the catalytic activity of 1,2,4,3-triazaphospholenes (TAPs) is reported. TAPs represent a more modular scaffold than previously reported diazaphospholenes. TAP halides were shown to catalyze the 1,2 hydroboration of 19 imines, and three α,β unsaturated aldehydes with pinacolborane, including examples that did not undergo hydroboration by previously reported diazaphospholene systems. DFT calculations support a mechanism where a triazaphospholene cation interacts with the substrate, a mechanism distinct from diazaphospholene catalyzed hydroborations.
The Crystallographic Characterization of an Unusual Chemical Reversal of Photoisomerization
Cornforth, John,Patrick, Vincent A.,White, Allan H.
, p. 1453 - 1460 (2007/10/02)
Imines formed from pinacolone and primary amines could be acylated by acid chlorides or anhydrides to products hydrolysable to 1,3-diones.Benzoyl chloride with pinacolone benzylimine gave 3-(N-benzoyl-N-benzylamino)-4,4-dimethyl-1-phenylpent-2-en-1-one, both geometrical isomers of which were prepared.The yellow Z isomer was converted into the colourless E isomer on exposure to daylight and this change was reversed by brief treatment of the E isomer with aqueous ethanolic alkali.The Z and E isomers have been characterized crystallographically.The E isomer is monoclinic, C2/c, a 10.241(4), b 17.199(6), c 25.495(9) Angstroem, β 100.45(3) deg, Z = 8; R was 0.052 for 1947 'observed reflections.The Z-isomer is orthorhombic, P212121, a 18.24(1), b 15.60(1), c 7.871(4) Angstroem, Z = 4; R was 0.61 for 902 'observed' reflections.