Abstract

We report the synthesis of a mixed methyl- and hydro-substituted cyclosilane (1) possessing cis/trans stereoisomerism. Each diastereomer of 1 possesses distinct symmetry elements (cis-1: Cs-symmetric; trans-1: C2-symmetric). Cyclosilane 1 is a model system to probe configuration- and conformation-dependent long-range proton-proton coupling. Extensive NMR spectroscopic characterization is reported, including one-dimensional 1H NMR and 29Si DEPT and INEPT+ spectra and two-dimensional 1H-29Si and 1H-1H correlated spectroscopy (HSQC, HMBC, COSY). On the basis of these experiments, molecular connectivity consistent with four-bond 1H-1H coupling is confirmed.

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