Tim J. Miller

Organoboron compounds: XXII. A 13C NMR study of some dialkylaminophenylboranes☆

The effect of substituents on the free enthalpy of rotation about the boronnitrogen bond for the two series PhBNMe2X and PhBNPri2X (where X = F, Cl, Br, OMe and SEt) have been investigated by VT 13C NMR.

Organoboron compounds XVIII. Chlorodialkylaminophenylboranes

Summary The synthesis and properties of a series of chlorodialkylaminophenylboranes, PhB(NR 2 )Cl, are reported and their 1 H and 13 C NMR spectra discussed.

Contributions to organoboron chemistry : XV. Aminodiphenylboranes

Abstract The synthesis of a series of aminodiphenylboranes is reported together with the results of a detailed study of their 13 C NMR spectra. All compounds exhibited peaks assignable to the carbon atom directly bonded to boron when run under appropriate conditions. The 13 C spectra of primary aminodiphenylboranes provided further evidence for restricted rotation about the B—N bond.

Organoboron compounds XVI. Alkylaminodialkylaminophenylboranes

Abstract The synthesis and properties of a series of alkylaminodialkylaminophenylboranes, PhB(NHR)NR′ 2 , are reported. The 13 C NMR of these compounds indicate restricted rotation about the bond.

Organoboron compounds: XXVIII. Novel heterocyclic organoboranes

Abstract The preparations of a number of heterocyclic organoboranes, each containing a tertiary nitrogen atom, are reported, and the interactions of these species with organic isocyanates are discussed.

Organoboron compounds: XXI. Dialkylaminoethanethiophenylboranes

Abstract The synthesis and properties of a series of dialkylaminoethanethiophenylboranes, PhB(SEt)NR2, are reported. The 13C NMR spectra of these compounds indicate restricted rotation about the bond.

Organoboron compounds: XIX. Alkoxydialkylaminophenylboranes

The preparation and properties of a series of alkoxydialkylaminophenylboranes are reported and their 1H and 13C NMR spectra discussed. The spectra indicate that there is restricted rotation about the boronnitrogen bond in each compound studied.

Organoboron compounds : XIV. Dialkylaminofluorophenylboranes

Abstract The preparation and properties of a series of dialkylaminofluorophenylboranes and their 1 H and 13 C NMR spectra are reported. Evidence is presented for restricted rotation about the boron—nitrogen bond and in the 13 C spectra 3 J ( 13  19 F) transfluorine coupling is observed.

Phenylboranes.direct observation of p13C nuclear resonances of carbon atoms bonded directly to boron

Abstract Neat samples of a wide variety of phenylboranes at room temperature exhib- it well resolved resonances for carbon atoms bonded directly to boron, in con- trast to their solutions where such resonances are either extremely broad or en- tirely undetectable.

Restricted rotation about the boronnitrogen bond in aminoboranes

The application of variable temperature 13C NMR to the study of a series of chlorodialkylaminophenylboranes has enabled △G★ values for the rotational barrier, about the boronnitrogen bond, to be determined.