We report synthesis and characterization of near-infrared (NIR)-absorbing/emitting Thiele's hydrocarbon derivatives, in which four aryl groups are bridged to a quinodimethane skeleton. The quinoid structure of the bridged-tetra-aryl-p-quinodimethanes (BTAQs) was confirmed by spectroscopic, X-ray crystallographic, and computational methods. Although quinodimethane derivatives with a small HOMO−LUMO energy gap often exhibit biradical character, BTAQs showed no biradical character. Instead, they exhibited two-step near-infrared electrochromism. The donor/acceptor properties of the aryl groups were found to play a key role in the unique properties of BTAQs.
Reactions of the carboxylic csters (1) and the RECENTLY, it was reported that iodotrimethylsilane is an ethers (5) with chlorotrimethylsilane (2) in the presence of effective reagent for dealkylation of esters, ethers, and sodium iodide give the silyl derivatives (3) and (6) acetals under neutral conditions.1 In spite of the utility quantitatively which are easily converted into the corres-of this reagent in synthetic transforniations, its applicaponding carboxylic acids (4) and phenols (7) under mild bility is limited because it must be prepared via two steps conditions. from chlorotrimethylsilane (2) .2 Ho and Olah have found that phenyltrimethylsilane-iodine is also very useful for this
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