Nonadditive substituent effects on expanding prestrained C-C bond in crystal: X-ray analyses on unsymmetrically substituted tetraarylpyracenes prepared by a flow microreactor method

Takanori Suzuki; Yasuto Uchimura; Yusuke Ishigaki; Takashi Takeda; Ryo Katoono; Hidetoshi Kawai; Kenshu Fujiwara; Aiichiro Nagaki; Jun Ichi Yoshida

doi:10.1246/cl.2012.541

Nonadditive substituent effects on expanding prestrained C-C bond in crystal: X-ray analyses on unsymmetrically substituted tetraarylpyracenes prepared by a flow microreactor method

Takanori Suzuki, Yasuto Uchimura, Yusuke Ishigaki, Takashi Takeda, Ryo Katoono, Hidetoshi Kawai, Kenshu Fujiwara, Aiichiro Nagaki, Jun Ichi Yoshida

Research output: Contribution to journal › Article › peer-review

18 Citations (Scopus)

Abstract

Based on space integration using a flow microreactor system, the title unsymmetrically substituted pyracenes with an extremely long C-C bond [1.714(2)1.739(4) Å] are readily accessible, whose structures demonstrate nonadditive substituent effects on expanding the polyarylated C ₁C ₂ bond in crystal. The bond lengths rather exhibit correlation with the eclipsing degree of the C _sp ³C _sp ³ bond, which is more affected by the intermolecular factors such as crystal packing.

Original language	English
Pages (from-to)	541-543
Number of pages	3
Journal	Chemistry Letters
Volume	41
Issue number	5
DOIs	https://doi.org/10.1246/cl.2012.541
Publication status	Published - 2012

ASJC Scopus subject areas

Chemistry(all)

Access to Document

10.1246/cl.2012.541

Cite this

Suzuki, T., Uchimura, Y., Ishigaki, Y., Takeda, T., Katoono, R., Kawai, H., Fujiwara, K., Nagaki, A., & Yoshida, J. I. (2012). Nonadditive substituent effects on expanding prestrained C-C bond in crystal: X-ray analyses on unsymmetrically substituted tetraarylpyracenes prepared by a flow microreactor method. Chemistry Letters, 41(5), 541-543. https://doi.org/10.1246/cl.2012.541

Nonadditive substituent effects on expanding prestrained C-C bond in crystal : X-ray analyses on unsymmetrically substituted tetraarylpyracenes prepared by a flow microreactor method. / Suzuki, Takanori; Uchimura, Yasuto; Ishigaki, Yusuke; Takeda, Takashi; Katoono, Ryo; Kawai, Hidetoshi; Fujiwara, Kenshu; Nagaki, Aiichiro; Yoshida, Jun Ichi.

In: Chemistry Letters, Vol. 41, No. 5, 2012, p. 541-543.

Research output: Contribution to journal › Article › peer-review

Suzuki, T, Uchimura, Y, Ishigaki, Y, Takeda, T, Katoono, R, Kawai, H, Fujiwara, K, Nagaki, A & Yoshida, JI 2012, 'Nonadditive substituent effects on expanding prestrained C-C bond in crystal: X-ray analyses on unsymmetrically substituted tetraarylpyracenes prepared by a flow microreactor method', Chemistry Letters, vol. 41, no. 5, pp. 541-543. https://doi.org/10.1246/cl.2012.541

Suzuki, Takanori ; Uchimura, Yasuto ; Ishigaki, Yusuke ; Takeda, Takashi ; Katoono, Ryo ; Kawai, Hidetoshi ; Fujiwara, Kenshu ; Nagaki, Aiichiro ; Yoshida, Jun Ichi. / Nonadditive substituent effects on expanding prestrained C-C bond in crystal : X-ray analyses on unsymmetrically substituted tetraarylpyracenes prepared by a flow microreactor method. In: Chemistry Letters. 2012 ; Vol. 41, No. 5. pp. 541-543.

@article{8ed7ee7b09b74f7599991f73c165cc8c,

title = "Nonadditive substituent effects on expanding prestrained C-C bond in crystal: X-ray analyses on unsymmetrically substituted tetraarylpyracenes prepared by a flow microreactor method",

abstract = "Based on space integration using a flow microreactor system, the title unsymmetrically substituted pyracenes with an extremely long C-C bond [1.714(2)1.739(4) {\AA}] are readily accessible, whose structures demonstrate nonadditive substituent effects on expanding the polyarylated C 1C 2 bond in crystal. The bond lengths rather exhibit correlation with the eclipsing degree of the C sp 3C sp 3 bond, which is more affected by the intermolecular factors such as crystal packing.",

author = "Takanori Suzuki and Yasuto Uchimura and Yusuke Ishigaki and Takashi Takeda and Ryo Katoono and Hidetoshi Kawai and Kenshu Fujiwara and Aiichiro Nagaki and Yoshida, {Jun Ichi}",

year = "2012",

doi = "10.1246/cl.2012.541",

language = "English",

volume = "41",

pages = "541--543",

journal = "Chemistry Letters",

issn = "0366-7022",

publisher = "Chemical Society of Japan",

number = "5",

}

TY - JOUR

T1 - Nonadditive substituent effects on expanding prestrained C-C bond in crystal

T2 - X-ray analyses on unsymmetrically substituted tetraarylpyracenes prepared by a flow microreactor method

AU - Suzuki, Takanori

AU - Uchimura, Yasuto

AU - Ishigaki, Yusuke

AU - Takeda, Takashi

AU - Katoono, Ryo

AU - Kawai, Hidetoshi

AU - Fujiwara, Kenshu

AU - Nagaki, Aiichiro

AU - Yoshida, Jun Ichi

PY - 2012

Y1 - 2012

N2 - Based on space integration using a flow microreactor system, the title unsymmetrically substituted pyracenes with an extremely long C-C bond [1.714(2)1.739(4) Å] are readily accessible, whose structures demonstrate nonadditive substituent effects on expanding the polyarylated C 1C 2 bond in crystal. The bond lengths rather exhibit correlation with the eclipsing degree of the C sp 3C sp 3 bond, which is more affected by the intermolecular factors such as crystal packing.

AB - Based on space integration using a flow microreactor system, the title unsymmetrically substituted pyracenes with an extremely long C-C bond [1.714(2)1.739(4) Å] are readily accessible, whose structures demonstrate nonadditive substituent effects on expanding the polyarylated C 1C 2 bond in crystal. The bond lengths rather exhibit correlation with the eclipsing degree of the C sp 3C sp 3 bond, which is more affected by the intermolecular factors such as crystal packing.

UR - http://www.scopus.com/inward/record.url?scp=84860350992&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84860350992&partnerID=8YFLogxK

U2 - 10.1246/cl.2012.541

DO - 10.1246/cl.2012.541

M3 - Article

AN - SCOPUS:84860350992

VL - 41

SP - 541

EP - 543

JO - Chemistry Letters

JF - Chemistry Letters

SN - 0366-7022

IS - 5

ER -

Nonadditive substituent effects on expanding prestrained C-C bond in crystal: X-ray analyses on unsymmetrically substituted tetraarylpyracenes prepared by a flow microreactor method

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this