Organoboron compounds, applications

Application of three-coordinate organoboron compounds and polymers in optoelectronics C.D. Entwistle and T.B. Marder Chem. Mater., 16 4574-4585... 

Our review of the use of organoboron compounds in radical chemistry will concentrate on applications where the organoborane is used as an initiator, as a direct source of carbon-centered radicals, as a chain transfer reagent and finally as a radical reducing agent. The simple formation of carbon-heteroatom bonds via a radical process is not treated in this review since it has been treated in previous review articles [3,9]. 

The application of in situ-generated (alkoxy)palladium(II) species (Scheme 14.23) can be extended to reactions of a-carbonates with organoboron compounds. Crosscouplings of allenes 108 with aryl (or alkenyl) boron acids or their esters catalyzed by a palladium(O) complex afforded the 2-aryl(alkenyl)-l,3-butadienes 109 in excellent yields (Scheme 14.24) [53], The coupling reactions of 9-BBN-derived intermediates such as ester 111 can be accelerated by applying K3P04 as additive (Eq. 14.15). 

Hydroxylamine O-sulfonic acid 3p has found wide application in the nonsymmetric and asymmetric amination of organoboron compounds and its use as an amination reagent has been well reviewed . 

This chapter describes the discovery and development of a new category of Type II MCRs involving organoboron compounds, as well as several synthetic applications of these processes. 

This technique has been applied to organic compounds where charge transfer is dominated by one transition this is not often the case for organometallics. The applicability of this technique to organometallics thus far has not been tested there are no reports where solvatochromism has been used to examine the second-order nonlinearities of transition-metal organometallics, and only one report of its application to two organoboron compounds.30... 

Recently, a lot of attention has been focused on enantioselective aldol condensations using organoboron compounds. But in this review, only related literature has been cited, as the major purpose of the review is to present synthetic applications of organoboranes obtained by the hydroboration reaction of carbon-carbon multiple bonds. 

Intramolecular arylation of alkynes combined with carbanion capture of organotin, organozinc or organoboron compounds stereoselcctively leads to dicarborative cyclization when catalyzed with palladium(II) acetate in the presence of triphenylphosphane39,40,46. Annulation of six-membered heterocycles is achieved by application of the same procedure to the appropriate substrates3940. 

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