Synthesis of tetraarylborates via tetralithio intermediates and the effect of polar functional groups and cations on their crystal structures†,Dalton Transactions

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Synthesis of tetraarylborates via tetralithio intermediates and the effect of polar functional groups and cations on their crystal structures†
Dalton Transactions ( IF 3.5 ) Pub Date : 2018-10-31 00:00:00 , DOI: 10.1039/c8dt04068k
Patryk Tomaszewski _{1,

2,

3,

4} , Marcin Wiszniewski _{1,

2,

3,

4} , Janusz Serwatowski _{1,

2,

3,

4} , Krzysztof Woźniak _{4,

5,

6,

7} , Krzysztof Durka _{1,

2,

3,

4} , Sergiusz Luliński _{1,

2,

3,

4}

Affiliation

A novel general protocol for the preparation of functionalized (COOH, CHO, C(O)NHtBu, B(OH)₂) tetraphenyl- and tetrakis(4′-biphenylyl)borates is reported. It involves four-fold halogen–lithium exchange in potassium tetrakis(iodophenyl)borates and tetrakis(4′-bromobiphenylyl)borate) using t-BuLi in THF at −78 °C followed by treatment of the resulting tetralithio intermediates with electrophiles (CO₂, DMF, t-BuNCO, B(OMe)₃). X-ray crystal structures of ammonium tetrakis[4-(dihydroxyboryl)phenyl]borate, lithium tetrakis(3-carboxyphenyl)borate, and lithium tetrakis[4-(tert-butylcarbamoyl)phenyl]borate were determined showing a strong effect of the cation and polar functional group on supramolecular architecture.

中文翻译：

通过四硫代中间体合成四芳基硼酸酯以及极性官能团和阳离子对其晶体结构的影响†

对于官能化（COOH，CHO，C（O）NH的制备一种新的一般协议吨卜，B（OH）₂被报告）四苯基和四（4'-联苯基）硼酸盐。它涉及在-78°C下在THF中使用t -BuLi在四（碘苯基）硼酸钾和四（4'-溴代联苯基）硼酸钾中进行四倍的卤素-锂交换，然后用亲电试剂（CO _2）处理所得的四硫代中间体，DMF，t- BuNCO，B（OMe）₃）。四[4-（二羟基硼基）苯基]硼酸铵，四（3-羧基苯基）硼酸锂和四[4-（叔）酸锂的X射线晶体结构测定了丁基-氨基甲酰基）苯基]硼酸酯，其显示出阳离子和极性官能团对超分子结构的强烈影响。

更新日期：2018-10-31

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