3506-84-1Relevant articles and documents
REACTIVITY OF LOW ENERGY EXCITED STATES. MECHANISTIC AND EXPLORATORY ORGANIC PHOTOCHEMISTRY
Zimmerman, Howard E.,Blinn, James R.
, p. 3237 - 3244 (1981)
The photochemistry of 3-methyl-3-(1'-naphthyl)-1-butene was investigated.Direct irradiation led to 1,1-dimethyl-2-(1'-naphthyl)cyclopropane as a primary photoproduct and 2-methyl-4-(1'-naphthyl)-1-butene as a secondary product.The quantum yield for the formation of the cyclopropane was 0.037.The corresponding triplet reaction was less efficient, with a quantum yield of 0.012, but still afforded the same product.The excited singlet rearrangement rate was determined by single photon counting; this proved to be 1kr = 5.9 x 105 sec-1.The total rate of S1 decay was determined as 1.59 x 107 sec-1 with a lifetime of 62.9 nsec.Thus, the lifetime of this rearranging system is quite similar to that of simple 1-alkylnaphthalenes (ca 65 nsec); and, the rate of di-?-methane rearrangement is the slowest known.Finally, the rate of radiationless decay of the singlet was found to be almost temperature independent between room temperature and 77 K.
Hydrogen-transfer reduction of α,β-unsaturated carbonyl compounds catalyzed by naphthyridine-functionalized N-heterocyclic carbene complexes
Huang, Hsiao-Ching,Ramanathan, Mani,Liu, Yi-Hong,Peng, Shie-Ming,Liu, Shiuh-Tzung
, (2017/07/25)
Substitution of silver complex of 2-chloro-7-(mesitylimidazolylidenylmethyl)naphthyridine (NpNHC) with palladium(II), rhodium(I) and iridium(I) metal precursors provided [Pd(C,N-NpNHC)(η3-allyl)](BF4) (5), RhCl(COD)(C-NpNHC) (6a) and IrCl(COD)(C-NpNHC) (6b), respectively. Abstraction of chloride from 6a and 6b with AgBF4 provided the chelation complexes [Rh(COD)(C,N-NpNHC)](BF4) (7a) and Ir(COD)(C,N-NpNHC)(BF4) (7b), respectively. All complexes were characterized using NMR and elemental analyses and the structural details of 5 and 6a were further confirmed using X-ray crystallography. In catalytic activity studies, complex 5 was found to be an effective catalyst in the hydrogen-transfer reduction of α,β-unsaturated carbonyl compounds into the corresponding saturated carbonyl compounds.
The Heck reaction of allylic alcohols catalysed by an air-stable phosphinito complex of palladium(II)
Sauza, Alejandro,Morales-Serna, Jose Antonio,Garcia-Molina, Monica,Gavino, Ruben,Cardenas, Jorge
experimental part, p. 272 - 282 (2012/04/17)
The Heck coupling of aryl bromides with primary and secondary allylic alcohols, performed in the presence of an air-stable- phosphinito complex of palladium(II), produced the corresponding carbonyl compounds. Reactions with tertiary allylic alcohols under the same conditions generated the aromatic conjugated alcohols. Georg Thieme Verlag Stuttgart · New York.