Preparation and Reactions of Dichlorodithienogermoles

Ohshita, Joji; Nakamura, Masashi; Ooyama, Yousuke

doi:10.1021/acs.organomet.5b00832

Cited by 27 publications

(31 citation statements)

References 51 publications

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“…The shortest Ge···Ge distance is 3.734 (fibpub) and the shortest Ge···H contacts appear at ∼3.34 Å (pallev, kajzok). The two shortest GeH····HGe contacts appear in two different crystal structures at 2.76 and 2.70 Å . There are a few more examples with GeH···HGe contacts between 2.8 and 2.9 Å, although they appear combined with GeH···HC, CH···HC, or CH···π interactions at shorter distances.…”

Section: Structural Analysismentioning

confidence: 99%

“…The two shortest GeAHÁÁÁÁHAGe contacts appear in two different crystal structures at 2.76 and 2.70 Å. [63,69] There are a few more examples with GeAHÁÁÁHAGe contacts between 2.8 and 2.9 Å, although they appear combined with GeAHÁÁÁHAC, [70] CAHÁÁÁHAC, [65] or CAHÁÁÁp [66,68] interactions at shorter distances.…”

Section: S T R U C T U R a L A N A L Y S I Smentioning

confidence: 99%

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Intermolecular interactions in group 14 hydrides: Beyond CH···HC contacts

2017

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In line with previous work in which we established the factors that enhance attractive CH···HC dihydrogen interactions in alkanes, an extended theoretical analysis of noncovalent intermolecular interactions in group 14 hydrides is presented here. Remarkably, these weak interactions may play a major role in determining the crystal structures adopted by several families of molecules. A combined structural and computational analysis at the MP2 level allowed us to identify and characterize different interactions of the type EH···HE and E···HE (E = Si, Ge, Sn, and Pb), and to find also the most suitable scenario for the establishment of each particular type. The nature of the interactions has been analyzed in terms of natural charges of the atoms involved and a topological analysis of the electron density of several dimers confirms the existence of H···H and H···E attractive contacts. We have observed that the interaction strength increases when descending down the periodic group and that silicon has a marked tendency to establish Si···HSi interactions. A size‐dependent backbone effect that reinforces H···H dihydrogen interactions in polyhedral systems has also been found.

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Section: Structural Analysismentioning

confidence: 99%

Section: S T R U C T U R a L A N A L Y S I Smentioning

confidence: 99%

Intermolecular interactions in group 14 hydrides: Beyond CH···HC contacts

2017

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“…7) and a photoluminescent quantum yield of 80 % (λ em = 482 nm) was noted in one analogue (94). 106 Scheme 4 General synthetic protocol for Group 14 element spirofluorenes. The Rivard group also prepared a series of spirocyclic germafluorene-germoles (SGGs; 95-98) with the assistance of zirconium-mediated alkyne coupling, followed by Zr/Ge metathesis chemistry (Scheme 5).…”

Section: Light Emitting Materialsmentioning

confidence: 99%

Marriage of heavy main group elements with π-conjugated materials for optoelectronic applications

2016

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This review article summarizes recent progress in the synthesis and optoelectronic properties of conjugated materials containing heavy main group elements from Group 13-16 as integral components. As will be discussed, the introduction of these elements can promote novel phosphorescent behavior and support desirable molecular and polymeric properties such as low optical band gaps and high charge mobilities for photovoltaic and thin film transistor applications.

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“…[32,33] In addition, DTG has higherc hemical stabilitya sc ompared to DTS, in particular under hydrolytic conditions. [29] These features of DTG permit applicationso fD TG derivatives in aw ide range of optical materials,i ncluding sensingm aterials [34,36] and photosensitizers for singlet oxygen generation. [37,38] However,t he two substituents on Ge have been limited to simplea lkyl chains and substituted phenylg roups.…”

Section: Introductionmentioning

confidence: 99%

Intramolecular Energy Transfer in Dithienogermole Derivatives

Adachi

Nomura

Ohshita

2019

Chemistry A European J

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Dithienogermole (DTG) has been applied asa useful building unit of optical/semiconducting materials for organic optoelectronic devicesb ecause of its extended conjugation, high chemical stability,a nd good emissive properties. Although DTG has two substituents on the Ge atom, the substituents have been limitedt os imple alkyl and aryl groups in previousw ork. In this work, to further uncover the new functionalities of this useful building unit, various pconjugated groups were introduced on Ge of DTG.Itwas expected that the introduction of p-conjugated groups would give rise to efficient energy transfer between the substituents andt he DTG core, which are in proximity and linked by aG ea tom. The thus-prepared DTG compounds with fluo-rene, terthiophene, and pyrene units on Ge possessed wellseparatedf rontier orbitals on the substituents and the DTG core, as provedb yt he absorption spectra and DFT calculations. The substituted DTG derivativess howedc leare mission only from the energya cceptor even though the energy donor was photoexcited. This indicated theh ighly efficient energy transfer in these compounds. We also prepared more p-extended compound DTGFl2-Ph with phenyl groups on the DTG thiophener ings. DTGFl2-Ph showeds trong emission in the visible region with efficient energy transfer properties. These resultsc learly indicate the potential application of the present DTG system as optical functionalmaterials.[a] Dr.Y .A dachi, T.Scheme1.Synthetic route to DTG structure.Scheme2.Structuralmoleculardesign of prior work and the present study.

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Preparation and Reactions of Dichlorodithienogermoles

Cited by 27 publications

References 51 publications

Intermolecular interactions in group 14 hydrides: Beyond CH···HC contacts

Intermolecular interactions in group 14 hydrides: Beyond CH···HC contacts

Marriage of heavy main group elements with π-conjugated materials for optoelectronic applications

Intramolecular Energy Transfer in Dithienogermole Derivatives

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