Organometallic compounds carbonyl, reactions with

Organometallic compounds, 14 550-551 25 71. See also Organometallics carbides contrasted, 4 648 as initiators, 14 256-257 iridium, 19 649-650 molybdenum(III), 17 27 osmium, 19 642-643 palladium, 19 652 platinum, 19 656-657 reaction with carbonyl groups, 10 505-506 rhodium, 19 645-646 ruthenium, 19 639 sodium in manufacture of, 22 777 titanium(IV), 25 105-120 Organometallic fullerene derivatives,... 

Most main group organometallic compounds undergo nucleophilic reactions with carbonyl groups, whereas 1,4-conjugate addition to enones... 

The low temperature reaction of pentanedial with a range of alkyl Grignard reagents leads to 6-substituted tetrahydropyran-2-ols (72HCA249). The major side reaction involves addition of the organometallic compound to both carbonyl groups. 

These are very facile processes, and here this subject is divided into reaction of halides with (i) organometallic compounds, (ii) reaction with carbonyl stabilized anions and (iii) reaction with other carbanions. 

At the beginning of the 50s, however, a suitable reaction for the desired C—C linking with double bond formation was lacking. Instead, the detour via the addition of an organometallic compound onto a carbonyl function, with subsequent splitting off of water, was customary 4). 

The majority of main group organometallic compounds for which SET mechanisms were postulated involves Grignard reagents [13,69-75] in their reactions with carbonyl compounds. Even the formation of these important laboratory reagents RMgHal (which does not fall within the scope of this article) is now believed to involve electron transfer mechanisms and radical formation at the surface of metallic Mg [76,77]. In contrast to Grignard compounds with their... 

The reaction of 1-boraadamantane (5) with aromatic nitriles also proceeds according to the organometallic synthesis scheme. As in the reaction with carbonyl compounds, the initially formed complexes (100) (Scheme 37) transform to dimers of 5-aryl-4-aza-3-bora-l,l-bihomoadamantane-4-enes (101) when heated higher than 200 °C <84JOM(260)25>. Compounds (101) are stable in the air and do not react with alcohols however, they can be cleaved with 8-hydroxyquinoline to give bicyclic compounds (102) <84jom(260)25>. 

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