Organosubstituierte 2,5‐Dihydro‐1,2,5‐azasilaborole — Herstellungsmethoden und spektroskopische Charakterisierung

TLDR: In this article, the authors presented a method for the preparation and spectroscopic characterization of Heterocyclen compounds using a mixture of different types of compounds from different sources.

Abstract: Die Verbindungen (E)-RR2′ElIVC(R3) C(R4)BR [(E)-1a bis -g] stellt man aus Na[BC CR3] mit ClElIVRR2′ [ElIV = Si, Ge, Sn] oder aus RR2′SiC CR3 mit B (R4,5 = CH3, C6H5) her Aus (CH3)2Si(C CCH3)2 und B(C2H5)3 sind das substituierte Silol 1z, aus (CH3)3)SiC CH und B(C2H5)3 im Autoklaven u a (Z/E)-1t zuganglich – ClSi(CH3)2C(CH3) C(C2H5)B(C2H5)Cl (C) und LiN(CH3)2 bilden (E)-1n – (E)-1a bis (E)-1g bzw (E)-1aGe und (E)-1aSn reagieren mit MNH2 (M = Na, K) zu den Additionsverbindungen MNH2-1, aus denen unter R2H-Abspaltung die festen Alkalimetall-Heterocyclen M-2 gebildet werden (E)-1a und (E)-1b liefern mit LiNH2 (E)-C2H5CHCR4Si(CH3)3 (A, B) – Aus M-2a bis M-2g erhalt man beim Erhitzen unter R5H(C2H6)-Abspaltung glatt M-3, die mit CH3I zu den Heterocyclen (4a–f) reagieren Die 1-Phenyl-Derivate 5a,b gewinnt man aus 4a,b mit Anilin Aus M-2c,d sind mit HCl die Verbindungen 6c, d zuganglich, die unter C2H6-Abspaltung 7c,d liefern Aus der 5-Chlor-Verbindung 4i stellt man die Heterocyclen 4 mit R5 = H, C(CH3)3 und N(CH3)2 her – Samtliche Verbindungen werden mit Multikern-NMR-Spektroskopie, die fluchtigen Verbindungen 1 und 4–7 auch massenspektrometrisch charakterisiert Organosubstituted 2,5-Dihydro-1,2,5-azasilaboroles - Methods of Preparation and Spectroscopic Characterisation The compounds (E)-RR2′ElIVC(R3) C(R4)BR [(E)-1a to -g] are prepared from Na[RBC CR3] with ClElIVRR2′ [ElIV = Si, Ge, Sn] or from RR2′SiC CR3 with BR (R4,5 = CH3, C6H5) The substituted silol 1z is obtained from (CH3)2Si(C CCH3)2 and B(C2H5)3, the mixture of (Z/E)-1t from (CH3)3SiC CH and B(C2H5)3 – ClSi(CH3)2C(CH3)2C(CH3)C(C2H5)B(C2H5)Cl (C) reacts with LiN(CH3)2 to form (CH3)2NSi(CH3) 2C(CH3)2 C(CH3)C(C2H5) B(C2H5)N(CH3)2 (E)-1n – (E)-1a to (E)-1g or (E)-1a or (E)-1aGe and (E)-1aSn add MNH2 (M = Na, K) to yield the compounds MNH2-1, which react to the solid alkaline metal heterocycles M-2 after liberating R2H From (E)-1a or (E)-1b with LiNH2 the compounds (E)-C2H5CHCR4Si(CH3)3 (A, B) are obtained – On heating M-2a to M-2g eliminate R5H (C2H6) and smoothly from the solid compounds M-3, from which the heterocycles (4a–f) are prepared with CH3I The 1-phenyl derivatives 5a, b are obtained from 4a,b with aniline M-2c,d react with HCl to give the compounds 6c,d from which 7c,d are formed after C2H6 elimination The 5-chloro compound 4i is used for the preparation of the heterocycles 4 with R5 = H, C(CH3)3, and N(CH3)2 – All compounds 1–7 are characterized by multinuclear NMR spectroscopy, the volatile compounds 1 and 4–7 also by their mass spectra