A direct comparison of azide and nitrile vibrational probes.
A direct comparison of azide and nitrile vibrational probes.
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DOI：
10.1039/c0cp02774j
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发表时间：
2011-04-07
期刊：
影响因子：
--
通讯作者：
Fenlon EE
中科院分区：
文献类型：
--
作者：
Gai XS;Coutifaris BA;Brewer SH;Fenlon EE
以三苯甲基保护的2′-氨基-2 ′-脱氧尿苷为原料，经四步反应合成了2′-叠氮基-5-氰基-2 ′-脱氧尿苷（N3 CNdU（1）），总收率12.5%。研究了N3 CNdU的叠氮基和腈基在14种不同溶剂和水/DMSO溶剂混合物中的红外吸收位置和光谱。叠氮化物探针在其消光系数方面上级腈探针，消光系数大2-4倍。然而，腈的IR吸收曲线通常不太复杂的偶然费米共振。当从水到非质子溶剂如THF或DMSO时，两种探针的IR频率经历实质性的红移。DFT计算支持这一假设，即在水中观察到的较高频率的分子起源主要是由于探针和水分子之间的氢键。
The synthesis of 2′-azido-5-cyano-2′-deoxyuridine, N3CNdU (1), from trityl-protected 2′-amino-2′-deoxyuridine was accomplished in four steps with a 12.5% overall yield. The IR absorption positions and profiles of the azide and nitrile group of N3CNdU were investigated in 14 different solvents and water/DMSO solvent mixtures. The azide probe was superior to the nitrile probe in terms of its extinction coefficient, which is 2–4 times larger. However, the nitrile IR absorbance profile is generally less complicated by accidental Fermi resonance. The IR frequencies of both probes undergo a substantial red shift upon going from water to aprotic solvents such as THF or DMSO. DFT calculations supported the hypothesis that the molecular origin of the higher observed frequency in water is primarily due to hydrogen bonds between the probes and water molecules.
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影响因子：
3.3
作者：
Gai, Xin Sonia;Fenlon, Edward E.;Brewer, Scott H.
通讯作者：
Brewer, Scott H.
影响因子：
3.6
作者：
McGee, DPC;VaughnSettle, A;Zhai, YS
通讯作者：
Zhai, YS
影响因子：
2.9
作者：
Boese, A. Daniel;Martin, Jan M. L.;Klopper, Wim
通讯作者：
Klopper, Wim
DOI：
10.1016/0371-1951(63)80033-8
发表时间：
1963-01-01
期刊：
SPECTROCHIMICA ACTA
影响因子：
--
作者：
LIEBER, E;RAO, CNR;NAMBURY, CVN
通讯作者：
NAMBURY, CVN
影响因子：
2.9
作者：
Aprilakis, Konstantinos N.;Taskent, Humeyra;Raleighj, Daniel P.
通讯作者：
Raleighj, Daniel P.