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Contributions of the Chemistry of Boron, 236. In Quest of New and Stable Bis(organyloxy)boranes (RO) 2 BH for Catalytic Hydroboration
Author(s) -
Lang Andreas,
Nöth Heinrich,
ThomannAlbach Marina
Publication year - 1997
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19971300310
Subject(s) - hydroboration , boranes , chemistry , cyclopentene , boron , ring strain , catalysis , organometallic chemistry , medicinal chemistry , lewis acids and bases , organic chemistry , stereochemistry , ring (chemistry)
New and stable bis(organyloxy)boranes, 1,3,2‐dioxaborolanes and 1,3,2‐dixoaborinanes have been prepared (i) from the corresponding diol and BH 3 ·THF and (ii) from 1,2‐diketones and BH 3 ·THF. They were characterized by spectroscopic techniques. The BH stretching frequency seems to be a measure of ring strain and Lewis acidity. The compounds have been qualitatively tested in the transition‐metal‐catalysed hydroboration of cyclopentene, and the dioxaborinane 11 proved to be superior to the 1,3,2‐dioxaborolanes 9 and 18 .