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Synthesis and Structure of 5‐Diphenylphosphino‐ acenaphth‐6‐yl Boronic Acid, Related Dialkyl Esters and Boroxine Rings
Zeitschrift für anorganische und allgemeine Chemie ( IF 1.4 ) Pub Date : 2021-01-26 , DOI: 10.1002/zaac.202000480 Sinas Furan 1 , Emanuel Hupf 1 , Enno Lork 1 , Jens Beckmann 2
Zeitschrift für anorganische und allgemeine Chemie ( IF 1.4 ) Pub Date : 2021-01-26 , DOI: 10.1002/zaac.202000480 Sinas Furan 1 , Emanuel Hupf 1 , Enno Lork 1 , Jens Beckmann 2
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The reaction of 5‐Ph2P‐Ace‐6‐Li (prepared in situ from 6‐Ph2P‐Ace‐5‐Br and n‐BuLi in the presence of TMEDA) with B(OMe)3 and B(Oi‐Pr)3, respectively, provided the boronic esters 5‐Ph2P‐Ace‐6‐B(OR)2 (1 a, R=Me; 1 b, R=i‐Pr; Ace=acenaphthyl). Hydrolysis of the crude reaction mixture of 1 a, afforded the boronic acid 5‐Ph2P‐Ace‐6‐B(OH)2 (2), which crystallizes as hydrogen bonded complex 2 ⋅ 
TMEDA ⋅ CHCl3. Condensation of 2 yielded the related boroxine [5‐Ph2P‐Ace‐6‐BO]3 (3), which oxidized by air exclusively at one phosphorus atom to give the related boroxine [5‐Ph2P(O)‐Ace‐6‐BO(5‐Ph2P‐Ace‐6‐BO)2] (4). The new compounds have been analyzed by multinuclear NMR‐ and IR spectroscopy as well as X‐ray crystallography.
中文翻译：
5-二苯基膦基ena-6基硼酸，相关的二烷基酯和硼氧杂环丁烷的合成与结构
5-Ph 2 P-Ace-6-Li（在TMEDA存在下由6-Ph 2 P-Ace-5-Br和n - BuLi原位制备）与B（OMe）3和B（O i‐ Pr）3分别提供了硼酸酯5‐Ph 2 P‐Ace‐6‐B（OR）2（1 a，R = Me; 1 b，R = i‐ Pr; Ace = yl基）。的粗反应混合物的水解1，得到硼酸5-PH 2 P-ACE-6-B（OH）2（2），其结晶为氢键络合物2 ⋅
TMEDA·CHCl 3。2的缩合产生相关的环硼氧烷[5-Ph 2 P-Ace-6-BO] 3（3），仅在一个磷原子上被空气氧化，生成相关的环硼氧烷[5-Ph 2 P（O）-Ace ‐6‐BO（5‐Ph 2 P‐Ace‐6‐BO）2 ]（4）。新化合物已通过多核NMR和IR光谱以及X射线晶体学进行了分析。
更新日期：2021-03-11
TMEDA ⋅ CHCl3. Condensation of 2 yielded the related boroxine [5‐Ph2P‐Ace‐6‐BO]3 (3), which oxidized by air exclusively at one phosphorus atom to give the related boroxine [5‐Ph2P(O)‐Ace‐6‐BO(5‐Ph2P‐Ace‐6‐BO)2] (4). The new compounds have been analyzed by multinuclear NMR‐ and IR spectroscopy as well as X‐ray crystallography.
中文翻译：
5-二苯基膦基ena-6基硼酸，相关的二烷基酯和硼氧杂环丁烷的合成与结构
5-Ph 2 P-Ace-6-Li（在TMEDA存在下由6-Ph 2 P-Ace-5-Br和n - BuLi原位制备）与B（OMe）3和B（O i‐ Pr）3分别提供了硼酸酯5‐Ph 2 P‐Ace‐6‐B（OR）2（1 a，R = Me; 1 b，R = i‐ Pr; Ace = yl基）。的粗反应混合物的水解1，得到硼酸5-PH 2 P-ACE-6-B（OH）2（2），其结晶为氢键络合物2 ⋅
TMEDA·CHCl 3。2的缩合产生相关的环硼氧烷[5-Ph 2 P-Ace-6-BO] 3（3），仅在一个磷原子上被空气氧化，生成相关的环硼氧烷[5-Ph 2 P（O）-Ace ‐6‐BO（5‐Ph 2 P‐Ace‐6‐BO）2 ]（4）。新化合物已通过多核NMR和IR光谱以及X射线晶体学进行了分析。
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