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Abstract: The photochemical reaction of M2@C80 (M = La and Ce) with 2-adamantane-2,3'-[3H]-diazirine (1) affords the corresponding adducts by carbene addition. The adducts were characterized by spectroscopic and single-crystal X-ray structure analyses. Crystallographic data for the adduct La2@C80(Ad...
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The combination of laser flash photolysis and product analysis demonstrates that even though (phenoxymethyl)chlorocarbene reacts with its diazirine precursor with a substantial rate constant of 3.5 x 10(8) M(-1)s(-1), the predicted azine product is not formed. These results indicate either carbene/d...
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The reactions of the singlet methylene (la) and dimethylcarbene (1b), with their diazirine precursors, diazirine (2a), and dimethyldiazirine (2b), have been studied theoretically using ab initio and density functional theory. The reaction has no activation barriers for the parent system (la + 2a) an...
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Laser flash photolysis of 3-chloro-3-benzyldiazirine and 3-chloro-3-(phenyldideuteriomethyl)diazirine in isooctane over the 60 to -80-degrees-C temperature range gives rise to curved Arrhenius plots for both 1,2-H and 1,2-D migration in benzylchlorcarbene. The k(H)/k(D) values increase smoothly from...
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Benzylchlorocarbene (1, BCC) was generated photochemically from benzylchlorodiazirine (2) in isooctane, methylcyclohexane (MCH), and tetrachloroethane (TCE) at temperatures from similar to 30 to -75 degrees C. At -70 degrees C in isooctane, the identified products included Z/E-beta-chlorostyrenes 4 ...
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C-60 acts as a mechanistic probe for the formation of carbene and for the rearranged product via the excited state in the photolysis of 3-t-butyl-3-chlorodiazirine. (C) 2004 Published by Elsevier Ltd.
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p-Chlorophenylchlorocarbene reacts with allyl bromide to form the expected cyclopropanes. In the case of p-nitrophenylchlorocarbene, a small amount of insertion product is also formed in addition to the cycloadducts. The formation of the insertion product is attributed to the attack of the carbene o...
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The analysis of the time-resolved UV-vis absorption spectra of the 2-vinylpyridinium ylide of phenylchlorocarbene, measured by laser-flash photolysis, indicates the existence of two rotamers of this species. The absorption spectrum, rise time, and decay time of each rotamer were determined by a glob...