Abstract
Abstract Formation of new pentaoxyphosphorane X[R1R2C6H2O]2P(OPh)3 (X = S, R1 = R2 = t-Bu for 1; X = S, R1 = t-Bu, R2 = Me for 2; X = S, R1 = R2 = Me for 3; X = CH2, R1 = R2 = t-Bu for 4) containing sulfur-bridged eight-membered rings was achieved by oxidative addition reactions of triphenyl phosphite with diols in the presence of N-chlorodiisopropylamine in yields ranging from 70 to 80%. 1 contains 0.5 mol of Et2O of crystallization. X-ray analysis of 1–3 revealed molecular structures having varying degrees of P–S bond formation, which results in distorted octahedral configurations. The P–S distances, 2.880(1) (3), 2.744(2) (2), and 2.640(2) A (1), when included in a series with those of related cyclic oxyphosphoranes studied earlier, showed a uniform decrease which parallels a structural coordinate measuring the formation of an octahedron from a square pyramid, i.e., a trajectory proceeding from five- to six-coordinated phosphorus. The decrease in P–S distance along the series is attributable to an incr...
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