Abstract

AbstractThe 13C and 1H nmr spectra of chloroindoles and chlorotryptophans in methanol‐d4 were assigned based on 1‐D and 2‐D nmr techniques, including COSY, inverse‐detected direct (HMQC) and long‐range (HMBC) correlation. Chlorine substitutent effects in chemical shifts (SCS) for chlorotryptophans and chloroindoles were calculated and compared. The correlations were linear except for 4‐chlorotryptophan, which suggests structural changes on the indole ring between 4‐chlorotryptophan and 4 chloroindole. The conformational analysis based on the coupling constants of the side chain also showed a change in the fractional population of the rotamers between 4‐chlorotryptophan and the other chlorotryptophans.

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