ISSN:
0009-2940
Keywords:
Selenium dioxide, 1,2-ethyloboration
;
Selenium diimide, 1,2-ethyloboration
;
Seleninic acid, ethane-
;
Transborylation, OBEt2, O-9-BBN
;
Ethene, elimination
;
Amino(diethyl)boranes
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Both selenium dioxide (1) and selenium bis(tert-butylimide) (2) react with triethylborane (A) by 1,2-ethyloboration. In the case of 1, ethane, ethene, diethylselane (4a), tetraethyldiboroxane (Et2B)2O (B), triethylboroxine (EtBO)3 (D) and a cyclic compound [-Et2BOSe(Et)O-]2 (52) are formed after heating to 65°C. Compound 52 is also formed when 1 reacts with B. Treatment of selenous acid (3) with A or, preferentially for synthetic purposes, with B provides further routes to 52. The reaction of the diimide 2 with A starts already below -50°C: a cyclic ethaneselenic acid derivative 6, Et2BN(tBu)-Se(Et)NtBu, is formed, and 6 starts to decompose at -50°C by elimination of ethene to give finally (tert-butylamino)diethylborane (8), bis(diethylboryl)-tert-butylamine (9), and Et2Se (4a). Transborylation of 52 with (9-BBN)2O (C) affords [-(9-BBN)OSe(Et)O-]2 (102), which crystallizes in the monoclinic space group P21/n with the lattice constants (118 K) a = 667.1(1), b = 1282.5(1), c = 1289.1(1) pm and β = 93.06(1)°. All reactions were monitored by 11B- and 77Se-NMR spectroscopy. Furthermore, the reactions of 1 with A and B and the transborylations were studied by 17O-NMR spectroscopy using the 17O-enriched compounds 1(17O), B(17O), C(17O), and D(17O).
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19961290506
