Startsida
Hjälp
Sök i LIBRIS databas

     

 

Sökning: onr:r2xlc3z4pkl0909b > Silaborations of Un...

Silaborations of Unsaturated Compounds [Elektronisk resurs]

Gerdin, Martin, 1976- (författare)
Moberg, Christina (preses)
Szabó, Kálmán (opponent)
KTH Skolan för kemivetenskap (CHE) (utgivare)
Publicerad: Stockholm : KTH, 2008
Engelska 53
Serie: Trita-CHE-Report, 1654-1081 1654-1081
Läs hela texten
Läs hela texten
  • E-bokAvhandling(Diss. (sammanfattning) Stockholm : Kungliga Tekniska högskolan, 2008)
Sammanfattning Ämnesord
Stäng  
  • This thesis deals with the development of transition metal-catalyzed silaborations of 1,3-dienes and 1,6-enynes. The first part of the thesis describes the development of the enantioselective 1,4-silaboration of 1,3-cyclohexadiene. A number of chiral metal-ligand complexes were evaluated. Up to 82% enantiomeric excess was obtained using a catalyst system derived from Pt(acac) 2 and a phosphoramidite ligand. The product formed was employed in allylborations of aldehydes, giving homo-allylic alcohols in good yields with good to moderate diastereoselectivity. In attempts to widen the scope of silaborations to include acyclic, terminally substituted 1,3-dienes, products from H-B exchange with, and H-Si addition to, the dienes were obtained. The second part describes the development of silaborative carbocyclization of 1,6-enynes. A Pd N-heterocylic carbene complex was found to be effective for the silaborative carbocyclization of unsubstituted enynes, giving the products in good to excellent yields. Employing terminally substituted enynes resulted in low or no yields. The last part describes investigations into the reaction mechanisms of the processes developed in the first part. It was found that the silylborane undergoes oxidative addition to a Pt(0) complex generated from Pt(acac) 2 and DIBALH. After insertion of 1,3-cyclohexadiene into the Pt-B bond a π-allyl complex was observed experimentally. In the addition of silylborane to acyclic, terminally substituted, 1,3-dienes it was shown by deuterium labeling experiments that one diene loses a hydride via H-B exchange and that this hydride is then added to another diene via H-Si addition. A reaction mechanism was proposed for this process. 

Ämnesord

Medical and Health Sciences  (hsv)
Basic Medicine  (hsv)
Other Basic Medicine  (hsv)
Medicin och hälsovetenskap  (hsv)
Medicinska och farmaceutiska grundvetenskaper  (hsv)
Annan medicinsk grundvetenskap  (hsv)
MEDICINE  (svep)
Chemistry  (svep)
MEDICIN  (svep)
Kemi  (svep)

Genre

government publication  (marcgt)

Indexterm och SAB-rubrik

allylboration
bismetallation
boron
carbocyclization
catalysis
1
3-diene
enantioselective
1
6-enyne
interelement
N-heterocyclic carbene
nickel
palladium
phosphine
phosphoramidite
platinum
reaction mechanism
silaboration
silicon
silylborane
stereoselective
Inställningar Hjälp

Titeln finns på 1 bibliotek. 

Övriga bibliotek (1)

Ange som favorit
Om LIBRIS
Sekretess
Blogg
Hjälp
Fel i posten?
Kontakt
Teknik och format
Sök utifrån
Sökrutor
Plug-ins
Bookmarklet
Anpassa
Textstorlek
Kontrast
Vyer
LIBRIS söktjänster
SwePub
Sondera
Uppsök

Kungliga biblioteket hanterar dina personuppgifter i enlighet med EU:s dataskyddsförordning (2018), GDPR. Läs mer om hur det funkar här.
Så här hanterar KB dina uppgifter vid användning av denna tjänst.

Copyright © LIBRIS - Nationella bibliotekssystem

 
pil uppåt Stäng

Kopiera och spara länken för att återkomma till aktuell vy