Synthesis of phenoxyaminocyclotriphosphazatrienes

Synthesis of phenoxyaminocyclotriphosphazatrienes
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苯氧基氨基环三磷杂三烯的合成

DOI:
10.1021/jf00080a034
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发表时间:
1988
期刊:
影响因子:
--
通讯作者:
Ramiro Medina
Ramiro Medina
中科院分区:
--
文献类型:
--
作者:
G. E. Peters;R. J. Radel;Ramiro Medina

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合成了以下磷腈化合物用于作为脲酶抑制剂的研究:2-苯氧基-2.4。4.6. 6-五氨基环三磷氮杂三烯(1),顺式-2,4-二苯氧基-2,4,6,6-四氨基环三磷氮杂三烯(2),反式-2,4-二苯氧基-2,4,6,6-四氨基环三磷氮杂三烯(3),顺式,反式-2.4。6-三苯氧基-2,4,6-三氨基环三磷氮杂三烯(4),顺式,顺式-2,4,6-三苯氧基-2,4,6-三氨基环三磷氮杂三烯(5)。这些化合物通过元素分析、高效液相色谱、红外吸收光谱和核磁共振光谱进行了表征。尿素肥料在土壤中的酶水解导致氮通过氨挥发损失;在淹水土壤系统中,如水稻,损失高达50%的施用氮(Vlek和Craswell,1981)。减少氨损失的一种方法是使用含有抑制土壤脲酶活性和延缓尿素水解的化合物的肥料。苯氧基氨基环三磷氮杂三烯目前正在研究作为土壤脲酶抑制剂。在过去的三十年里,磷腈化学在几个方面取得了重大进展。特别是六氯环三磷氮杂三烯(N_3P_3C_16)的化学反应、光谱研究、分子结构、环磷氮烯的成键以及环状低聚物和开链聚磷氮烯的开发等方面的研究已成为国内外研究的热点。关于磷腈化学的一些评论:Allcock(1972),Keat和Shaw(1973),Shaw(1975),Krishnamurthy et al.(1978),Shaw(1978).
The following phosphazene compounds were synthesized for study as urease inhibitors: 2-phenoxy-2.4. 4.6. 6-pentaaminocycIotriphosphazatriene (1), cis-2, 4-diphenoxy-2, 4, 6, 6-tetraaminocycIo-triphosphazatriene (2), trans-2, 4-diphenoxy-2, 4, 6, 6-tetraaminocyclotriphosphazatriene (3), cis, trans-2.4. 6-triphenoxy-2, 4, 6-triaminocyclotriphosphazatriene (4), ci" s, cis-2, 4, 6-triphenoxy-2, 4, 6-triaminocyclotriphosphazatriene (5). These compounds were characterized by elemental analysis, high-performance liquid chromatography, infrared absorption spectroscopy, and nuclear magnetic resonance spectroscopy.The enzymatic hydrolysis of urea fertilizer in the soil leads tothe loss of nitrogenvia ammonia volatilization; losses of up to 50% of the appliednitrogen occur in flooded soil systems such as paddy rice (Vlek and Craswell, 1981). One approach toreducing ammonia losses is the use of fertilizers that contain compounds thatinhibit soil urease activity and retard urea hydrolysis. Phenoxyaminocyclotriphosphazatrienes are presently being investigated as soil urease inhibitors. In the lastthree decades, significant progress has been made in several phases of phosphazene chemistry. Spe-cifically, much research work has been focused on the chemical reactions of hexachlorocyclotriphosphazatriene (N3P3C16), spectroscopic studies, molecular structure, bonding in the cyclophosphazenes, and the development of cyclic oligomers and open-chain polyphosphazenes. Several reviews have been written on phosphazene chem-istry: Allcock (1972), Keat andShaw (1973), Shaw (1975), Krishnamurthy et al.(1978), Shaw (1978).