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Rhodium‐Catalyzed Hydroboration Reactions with Sulfur and Nitrogen Analogues of Catecholborane
Author(s) -
Hadebe Siphamandla W.,
Robinson Ross S.
Publication year - 2006
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200600564
Subject(s) - chemistry , hydroboration , rhodium , sulfur , disproportionation , catalysis , nitrogen , organic chemistry , catechol
Rhodium‐catalyzed hydroboration of 1‐octene and trans ‐4‐octene with sulfur‐ and nitrogen analogues of catecholborane are demonstrated with the use of in situ 11 B NMR spectroscopy. Our study shows that the sulfur‐ and nitrogen analogues are significantly less prone to disproportionation than catechol, which results in enhanced yields of the desired compounds.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)