An illusive chiral aminoalkylferroceneboronic acid.: Structural assignment of a strong 1:1 sorbitol complex and new insight into boronate-polyol interactions
An illusive chiral aminoalkylferroceneboronic acid.: Structural assignment of a strong 1:1 sorbitol complex and new insight into boronate-polyol interactions
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DOI：
10.1039/b100436k
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发表时间：
2001-01-01
期刊：
影响因子：
--
通讯作者：
Norrild, JC
中科院分区：
文献类型：
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作者：
Norrild, JC
用核磁共振波谱确定了D-山梨醇与(S，S)-2-(N，N-二甲基-1-氨乙基)二茂铁硼酸(1)形成的强络合物的结构。根据H-1，C-13和B-11核磁共振波谱数据，包括COSY，NOESY和HSQC二维实验的信息，推导出一个2，3，5结合的山梨醇络合物。根据在改变温度和pH时观察到的聚合现象，分别阐明了具有共价键的络合物和配位的B-O_5键之间的平衡，并讨论了后者通过与氨基氢键来稳定的可能性。1及其配合物中存在分子内的B-N键，但没有得到这种键的证据。
The structure of a strong complex between D-sorbitol and (S,S)-2-(N,N-dimethyl-1-aminoethyl)ferroceneboronic acid (1) has been determined by NMR spectroscopy. On the basis of H-1, C-13 and B-11 NMR spectral data, including information from COSY, NOESY and HSQC two-dimensional experiments, a 2,3,5-bound sorbitol complex is deduced. On the basis of coalescence phenomena observed when varying the temperature and pH, an equilibrium between a complex with a covalent and a coordinative B-O5 bond, respectively, is elucidated, and a possible stabilisation of the latter by hydrogen bonding to the amino group is discussed. The existence of intramolecular B-N bonds in 1 and its complexes has been evaluated but no evidence of such bonds was obtained.