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Norbornadiene

About: Norbornadiene is a research topic. Over the lifetime, 2389 publications have been published within this topic receiving 38603 citations.


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Journal ArticleDOI
TL;DR: X-ray crystallography, along with solution NMR structural analysis of the pi-allyl intermediate and competition experiments, conclusively established the reaction proceeded via a retention-retention pathway, which contrasts with that defined for Pd-catalyzed allylic alkylations, which proceed via an inversion-inversion pathway.
Abstract: Enantiomerically enriched, deuterated branched carbonates (Z)-(S)-PhCH(O2COMe)−CHCHD (1a), (Z)-(R)-PhCH(O2COMe)CHCHD (2a), and linear carbonate (E)-(S)-PhCHCHCHD(O2COMe) (12) were employed as probes in the Mo-catalyzed asymmetric allylic alkylation with sodium dimethyl malonate, catalyzed by ligand complex 10 derived from the mixed benzamide/picolinamide of (S,S)-trans-diaminocyclohexane and (norbornadiene)Mo(CO)4. X-ray crystallography, along with solution NMR structural analysis of the π-allyl intermediate and competition experiments, conclusively established the reaction proceeded via a retention−retention pathway. This mechanism contrasts with that defined for Pd-catalyzed allylic alkylations, which proceed via an inversion−inversion pathway.

51 citations

Journal ArticleDOI
TL;DR: Rh-catalyzed π-facial selective intermolecular hydroacylations of norbornenes with salicylaldehyde with endo- and exo-intermediates have been attained and the product formed in the reaction of 7-tert-butoxynorbornadiene was the endo,syn-product.

50 citations

Journal ArticleDOI
TL;DR: Complex OsHCl(CO)(P i Pr 3 ) 2 catalyzes the ring-opening metathesis polymerization (ROMP) of norbornene and 2,5-norbornadiene to give poly(norbornene) and poly(nakedadiene), respectively In both cases the resulting polymers have a high cis (74-95%) content as discussed by the authors.

50 citations

Journal ArticleDOI
TL;DR: ROMPgel-supported triphenylphosphine was synthesized in three steps (67%) from norbornadiene, 4-bromoiodobenzene, and chlorodiphenylPhosphine and gave the corresponding products in high yield and purity.

50 citations


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Performance
Metrics
No. of papers in the topic in previous years
YearPapers
202316
202240
202133
202040
201930
201829