2010
DOI: 10.1039/b9nj00621d
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Melem- and melamine-derived iminophosphoranes

Abstract: Iminophosphorane derivatives of s-triazine and tri-s-triazine, C 3 N 3 (NQPCl 3 ) 3 (1), [H 2 C 3 N 3 NH 2 (NQPPh 3 ) 2 ]Br 2 (2), [HC 3 N 3 NH 2 (NQPPh 3 ) 2 ]Br (3), C 6 N 7 (NQPCl 3 ) 3 ( 5), [HC 6 N 7 (NQPCl 3 ) 3 ]Cl (6) were obtained by the Kirsanov reaction of melamine (1-3) and melem (5 and 6) with halogenated phosphorus compounds. The products were characterized by FTIR and solution NMR spectroscopy as well as by single-crystal X-ray diffraction. Additionally, in order to investigate the electron dens… Show more

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Cited by 28 publications
(22 citation statements)
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“…[12] Exchanging one carbon ring atom in s-triazine-based compounds by phosphorus may lead to precursor molecules with a defined atomic ratio C/N/P = 2:3:1 (i.e., endocyclic doping). A different approach to obtain well-defined phosphorus carbon nitride compounds is the use of suitable precursors containing preorganized C-N-P motifs.…”
Section: Introductionmentioning
confidence: 99%
“…[12] Exchanging one carbon ring atom in s-triazine-based compounds by phosphorus may lead to precursor molecules with a defined atomic ratio C/N/P = 2:3:1 (i.e., endocyclic doping). A different approach to obtain well-defined phosphorus carbon nitride compounds is the use of suitable precursors containing preorganized C-N-P motifs.…”
Section: Introductionmentioning
confidence: 99%
“…The bond lengths and angles in the C 3 N 3 core are in the expected range for all three structures. The bond lengths from the triazine carbon to the sulfur atom are 1.75 Å (mean value) in 1 .…”
Section: Resultsmentioning
confidence: 99%
“…The bond lengths and angles are in accordance with those reported for other melonates and heptazine compounds, and the inner C-N bonds (C2-N7, C4-N7, C6-N7) are significantly longer than the outer ones. [6,7,11,13,16,18,19,22,[26][27][28][29] Figure 1. Asymmetric unit of 2c with numbering scheme.…”
Section: Crystal Structure Of 2cmentioning
confidence: 98%
“…[5] Moreover, molecular heptazine derivatives have flame-retardant properties. [6,7] Among the few s-heptazine derivatives comprehensively characterised to date are melon, [8] cyameluric acid, [9,10] some cyameluric acid salts, [11,12] esters [13] and related polymers, [14] which are based on the [C 6 N 7 O 3 ] motif. Further sheptazines have been derived from melem [15] and cyameluric chloride.…”
Section: Introductionmentioning
confidence: 99%