Analysis of the crystal structures of 1,3‐di‐tert‐butyl‐2,3‐dihydro‐1H‐1,3,2‐diazasilol‐2‐ylidene and 1,3‐di‐tert‐butyl‐2,2‐dichloro‐1,3‐diaza‐2‐sila‐4‐cyclopentene

Abstract

The crystal structures of the title compounds, 1,3-di-tert-butyl-2,3-dihydro-1H-1,3,2-diazasilol-2-ylidene, C 10 H 20 N 2 Si (1) and 1,3-di-tert-butyl-2,2-dichloro-1,3-diaza-2-sila-4-cyclopentene, C 10 H 20 N 2 SiCl 2 (3) were solved and are reported. Compound (1) crystallized in space group P mmn and each molecule has a mirror plane, which bisects the C-C backbone of the N-C-C-N framework. Compound (1) was also found to have a 2-fold twin component. In compound (3) the space group P 2 1 /m results with the mirror plane passing through the N-C-C-N backbone. We compare these structures with the gas phase determination previously reported for (1) and the incomplete single crystal data for (3).

Computational Study of the “Stable” Bis(amino)silylene Reaction with Halomethanes. A Radical or Concerted Mechanism?

“…Bond lengths and bond angles of A optimized at the B3LYP/ 6-31+G (d) level are in good agreement with those at the MP2/ 6-311G(d) level 2b and also agree with those determined by gasphase electron-diffraction 1 and solid-state X-ray diffraction 32 of the t-Bu derivative, 1 (Figure 1a). The slightly longer Si-N bond lengths in A than in 1 can be rationalized by greater electron donation from the t-Bu group in 1.…”

The Surprising Reactions of 1,3-Di-tert-butyl-2,2-dichloro-1,3-diaza-2-germa-4-cyclopentene

“…Its structure was determined by X-ray crystallography (Figure ). In the silicon analogue 2 , the five-membered ring is planar, , but in 1 the ring is nonplanar with the Ge atom 0.229(2) Å out of the plane of the other four atoms. The envelope conformation of the ring in 1 is characterized by a 10.63(3)° folding angle.…”

Recent developments in the chemistry of stable silylenes

“…The low-temperature X-ray crystal structure of 1 reveals the molecule to exist in the orthorhombic space group Pmmn [16,17]. 1 is planar and isostructural with the analogous N-heterocyclic germylene [18] and displays no intermolecular interactions.…”