Carbacylamidophosphates: Structure and Properties of Bis(N,N′,-morpholido)-[(N″-morpholido)-carboxamido] phosphate

Author:

Gubina Kateryna E1,Ovchynniko Vladimir A.1,Amirkhanov Vladimir M1,Sliva Tatyana Yu.1,Skopenko Viktor V.1,Glowiak Tadeusz2,Kozlowski Henryk2

Affiliation:

1. Faculty of Chemistry, University of Kiev, Vladimirskaya str. 64, 252033, Kiev, Ukraine

2. Faculty of Chemistry University of Wroclaw, F. Joliot-Curie 14, 50-383, Wroclaw, Poland

Abstract

The bis(N,N′-morpholido)-[(N″-morpholido)-carboxamido] phosphate: O(CH2CH2 )NC(O )-N(H)P(O)[N(CH2CH2 )O]2 [HL], has been prepared and characterized by means of IR, 31P and 1H NMR spectroscopy and X-ray diffraction (triclinic, a = 9.282(2), b = 9.308(2), c = 21.341(4) Å, α = 80.79(3)°, β = 80.92(3)° γ = 66.92(3)°, V = 1665.1(6) Å3, space group P1̄̄, Z = 4 and R = 0.0423, wR2 = 0.1303 for 6774 unique reflections used). The unit cell consists of two independent molecules connected by hydrogen bonds N-H...O=P into non-symmetric dimers. The compound behaves as a HL molecule with a protonation constant corresponding to the -C(O)N(H)P(O)- group of pK = 8.65 as determined by potentiometric studies.

Publisher

Walter de Gruyter GmbH

Subject

General Chemistry

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