Ferrocene in Conjugation with a Fischer Carbene: Synthesis, NLO, and Electrochemical Behavior of a Novel Organometallic Push−Pull System
Organometallics1999Vol. 18(19), pp. 3851–3858
Citations Over TimeTop 10% of 1999 papers
K. N. Jayaprakash, Paresh Chandra Ray, Isao Matsuoka, Mohan Bhadbhade, Vedavathi G. Puranik, Pushpendu K. Das, Hiroshi Nishihara, Amitabha Sarkar
Abstract
Using an iterative sequence of Wittig olefination, reduction, oxidation, and condensation of an active methylene group to carbonyl, it was possible to prepare a series of organometallic push−pull molecules [(CO)5MC(OCH3)(−CHCH−)n(C5H4)Fe(C5H5), M = W, Cr, n = 1−4] in which ferrocene is the donor element and a Fisher carbene moeity is the acceptor group. The molecular first hyperpolarizability β was determined by hyper-Rayleigh scattering experiments. The β values ranged from 110 × 10-30 to 2420 × 10-30 esu in acetonitrile, and they are among the highest reported for organometallic molecules so far. Electrochemical measurements are consistent with the push−pull nature of these compounds.
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