π‑Conjugation between a SiSi
Double Bond and Thiophene Rings: Synthesis, Structural Characteristics,
and Photophysical Properties of 1,2-Bis(thiophen-2-yl)disilene and
1,2-Bis(2,2′-bithiophen-5-yl)disilene
Posted on 2017-08-22 - 19:15
The two new disilene compounds, 1,2-bis(thiophen-2-yl)disilene
(1) and 1,2-bis(2,2′-bithiophen-5-yl)disilene
(2), supported by the fused-ring bulky Eind groups (Eind
= 1,1,3,3,5,5,7,7-octaethyl-s-hydrindacen-4-yl) have
been obtained as orange and purple crystals, respectively, by the
reduction of the corresponding dibromosilanes. Their X-ray structures
and spectroscopic properties demonstrate the effective π-conjugation
between a SiSi double bond and thiophene units. Notably, the
π-extended 2 exhibits a distinct emission both
in solution and in the solid state at room temperature based on the
essentially coplanar 1,2-bis(bithienyl)disilene skeleton. The structural
features and electronic properties of 1 and 2 have been thoroughly characterized both experimentally and computationally.
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Hayakawa, Naoki; Nishimura, Shogo; Kazusa, Nobuhiro; Shintani, Nozomu; Nakahodo, Tsukasa; Fujihara, Hisashi; et al. (2017). π‑Conjugation between a SiSi
Double Bond and Thiophene Rings: Synthesis, Structural Characteristics,
and Photophysical Properties of 1,2-Bis(thiophen-2-yl)disilene and
1,2-Bis(2,2′-bithiophen-5-yl)disilene. ACS Publications. Collection. https://doi.org/10.1021/acs.organomet.7b00370
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AUTHORS (9)
NH
Naoki Hayakawa
SN
Shogo Nishimura
NK
Nobuhiro Kazusa
NS
Nozomu Shintani
TN
Tsukasa Nakahodo
HF
Hisashi Fujihara
MH
Manabu Hoshino
DH
Daisuke Hashizume
TM
Tsukasa Matsuo