Crystal engineering using the versatility of 2,5-dichloro-3,6-dihydroxy-1,4-benzoquinone with organic and metal complex partners
Crystal engineering using the versatility of 2,5-dichloro-3,6-dihydroxy-1,4-benzoquinone with organic and metal complex partners
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DOI：
10.1021/cg0340392
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发表时间：
2003-09-01
影响因子：
3.8
通讯作者：
Kawata, S
中科院分区：
文献类型：
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作者：
Kabir, MK;Tobita, H;Kawata, S
2，5-二氯-3，6-二羟基-1，4-苯醌的四个化合物（氯冉酸= H（2）CA）与有机和金属配合物，[Hmel][CA]（0.5）.H2O（1）、[Htptz][HCA].H2O（2）、[Fe（terpy）（2）][CA].6H（2）O（3）和[TTF][CA]合成了（0.5）[（red）H（4）CA]（0.5）（4）（mel =三聚氰胺，tptz = 2，4，6-三（2-吡啶基）-1，3，5-三嗪，terpy = 2，2 '，6'，2”-三联吡啶，TTF =四硫富瓦烯），并对其进行了单晶X-射线衍射表征。氯冉酸在多阶段脱质子过程中表现出不同的氧化态和氢键模式。对于化合物1和3，氯冉酸显示其完全去质子化形式（CA（2-））。对于化合物2，观察到氯冉酸（HCA（-））的单去质子化形式。有趣的是，化合物4显示出质子化氯冉酸的还原形式（1，4-二氯-2，3，5，6-四羟基苯：（红色）H（4）CA）。
Four compounds of 2,5-dichloro-3,6-dihydroxy-1,4-benzoquinone (chloranilic acid = H(2)CA) with organic and metal complex partners, [Hmel][CA](0.5).H2O (1), [Htptz][HCA].H2O (2), [Fe(terpy)(2)][CA].6H(2)O (3), and [TTF][CA](0.5)[(red)H(4)CA](0.5) (4) (mel = melamine, tptz = 2,4,6-tris(2-pyridyl)-1,3,5-triazine, terpy = 2,2',6',2"-terpyridine, TTF = tetrathiafulvalene) are synthesized and characterized by single-crystal X-ray diffraction. For the obtained compounds, chloranilic acid shows various oxidation states and hydrogen bonding modes with multistage deprotonation processes. For compounds 1 and 3, chloranilic acid shows its complete deprotonated form (CA(2-)). For compound 2, the monodeprotonated form of chloranilic acid (HCA(-)) is observed. Interestingly, compound 4 shows a reduced form of protonated chloranilic acid (1,4-dichloro-2,3,5,6-tetrahydroxybenzene: (red)H(4)CA).