TY - JOUR
T1 - The use of trifluoroacetyl as an N- and O-protecting group during the synthesis of energetic compounds containing nitramine and/or nitrate ester groups
AU - Bellamy, A J
AU - MacCuish, A
AU - Golding, P
AU - Mahon, M F
N1 - ID number: ISI:000244508900004
PY - 2007
Y1 - 2007
N2 - N- and O-Trifluoroacetylation has been used to protect secondary amine groups and hydroxyl groups respectively under nitrolysis/nitration conditions. The trifluoroacetyl protecting group may be readily removed from the nitrated products by solvolysis under mild conditions. The energetic molecules that have been produced by this methodology include 2,6,8,12-tetranitro -and 2,4,6,8,12-pentanitro-2,4,6,8,10,12-hexaazaisowurtzitane, 2-hydroxymethyl-2-metbyl-1,3-dinitratopropane [2,2-bis(nitratomethyl)-propan-l-ol] and N-nitroazetidin-3-ol.
AB - N- and O-Trifluoroacetylation has been used to protect secondary amine groups and hydroxyl groups respectively under nitrolysis/nitration conditions. The trifluoroacetyl protecting group may be readily removed from the nitrated products by solvolysis under mild conditions. The energetic molecules that have been produced by this methodology include 2,6,8,12-tetranitro -and 2,4,6,8,12-pentanitro-2,4,6,8,10,12-hexaazaisowurtzitane, 2-hydroxymethyl-2-metbyl-1,3-dinitratopropane [2,2-bis(nitratomethyl)-propan-l-ol] and N-nitroazetidin-3-ol.
U2 - 10.1002/prep.200700004
DO - 10.1002/prep.200700004
M3 - Article
SN - 0721-3115
VL - 32
SP - 20
EP - 31
JO - Propellants, Explosives, Pyrotechnics
JF - Propellants, Explosives, Pyrotechnics
IS - 1
ER -