The alkyl/phenyl-folded conformation of alkyl 1-phenylethyl sulfides and sulfones as evidenced by ab initio MO calculations. Implication for the 1,2-asymmetric induction

New Journal of Chemistry

Volumn 27, Issue 11, 2003, Pages 1639-1643

  Takahashi, Osamu ^a   Gondoh, Yoshinobu ^a   Saito, Ko ^a   Kohno, Yuji ^b   Suezawa, Hiroko ^c   Yoshida, Takashi ^c   Ishihara, Shinji ^c   Nishio, Motohiro ^d  

^a HIROSHIMA UNIVERSITY   (Japan)

^b TOHOKU UNIVERSITY   (Japan)

^c YOKOHAMA NATIONAL UNIVERSITY   (Japan)

^d CHPI Institute   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

1 PHENYLETHYL SULFIDE; BENZENE DERIVATIVE; SULFIDE; SULFONE DERIVATIVE; UNCLASSIFIED DRUG;

AB INITIO CALCULATION; ARTICLE; CALCULATION; CHEMICAL REACTION; CHEMICAL STRUCTURE; CONFORMATION; DIASTEREOISOMER; ENERGY; HYDROGEN BOND; OXIDATION; PRIORITY JOURNAL; STEREOCHEMISTRY;

EID: 0345059739     PISSN: 11440546     EISSN: None     Source Type: Journal    
DOI: 10.1039/b303268j     Document Type: Article

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10. Recent high-level ab initio calculations: U. Samanta, P. Chakrabarti and J. Chandrasekhar, J. Phys. Chem. A, 1998, 102, 8964; J. J. Novoa and F. Mota, Chem. Phys. Lett., 2000, 318, 345; S. Tsuzuki, K. Honda, T. Uchimaru, M. Mikami and K. Tanabe, J. Am. Chem. Soc., 2000, 122, 3746; M. Oki, M. Takano and S. Toyota, Bull. Chem. Soc. Jpn., 2000, 73, 2221; O. Takahashi, Y. Kohno, S. Iwasaki, K. Saito, M. Iwaoka, S. Tomoda, Y. Umezawa, S. Tsuboyama and M. Nishio, Bull. Chem. Soc. Jpn., 2001, 74, 2421; A. Bagno, G. Saielli and G. Scorrano, Angew. Chem., Int. Ed. Engl., 2001, 40, 2532; S. Scheiner and S. J. Grabowski, J. Mol. Struct., 2002, 615, 209; K. Sundararajan, K. Sankaran, K. S. Viswanathan, A. D. Kulkarni and S. R. Garde, J. Phys. Chem. A, 2002, 106, 1504; S. Fomine, M. Tlenkopatchev, S. Martinez and L. Fomina, J. Phys. Chem. A, 2002, 106, 3941; S. Tsuzuki, K. Honda, T. Uchimaru, M. Mikami and K. Tanabe, J. Phys. Chem. A, 2002, 106, 4423; F. Ugozzoli, A. Arduini, C. Massera, A. Pochini and A. Secchi, New J. Chem., 2002, 26, 1718.
11. Recent high-level ab initio calculations: U. Samanta, P. Chakrabarti and J. Chandrasekhar, J. Phys. Chem. A, 1998, 102, 8964; J. J. Novoa and F. Mota, Chem. Phys. Lett., 2000, 318, 345; S. Tsuzuki, K. Honda, T. Uchimaru, M. Mikami and K. Tanabe, J. Am. Chem. Soc., 2000, 122, 3746; M. Oki, M. Takano and S. Toyota, Bull. Chem. Soc. Jpn., 2000, 73, 2221; O. Takahashi, Y. Kohno, S. Iwasaki, K. Saito, M. Iwaoka, S. Tomoda, Y. Umezawa, S. Tsuboyama and M. Nishio, Bull. Chem. Soc. Jpn., 2001, 74, 2421; A. Bagno, G. Saielli and G. Scorrano, Angew. Chem., Int. Ed. Engl., 2001, 40, 2532; S. Scheiner and S. J. Grabowski, J. Mol. Struct., 2002, 615, 209; K. Sundararajan, K. Sankaran, K. S. Viswanathan, A. D. Kulkarni and S. R. Garde, J. Phys. Chem. A, 2002, 106, 1504; S. Fomine, M. Tlenkopatchev, S. Martinez and L. Fomina, J. Phys. Chem. A, 2002, 106, 3941; S. Tsuzuki, K. Honda, T. Uchimaru, M. Mikami and K. Tanabe, J. Phys. Chem. A, 2002, 106, 4423; F. Ugozzoli, A. Arduini, C. Massera, A. Pochini and A. Secchi, New J. Chem., 2002, 26, 1718.
12. Recent high-level ab initio calculations: U. Samanta, P. Chakrabarti and J. Chandrasekhar, J. Phys. Chem. A, 1998, 102, 8964; J. J. Novoa and F. Mota, Chem. Phys. Lett., 2000, 318, 345; S. Tsuzuki, K. Honda, T. Uchimaru, M. Mikami and K. Tanabe, J. Am. Chem. Soc., 2000, 122, 3746; M. Oki, M. Takano and S. Toyota, Bull. Chem. Soc. Jpn., 2000, 73, 2221; O. Takahashi, Y. Kohno, S. Iwasaki, K. Saito, M. Iwaoka, S. Tomoda, Y. Umezawa, S. Tsuboyama and M. Nishio, Bull. Chem. Soc. Jpn., 2001, 74, 2421; A. Bagno, G. Saielli and G. Scorrano, Angew. Chem., Int. Ed. Engl., 2001, 40, 2532; S. Scheiner and S. J. Grabowski, J. Mol. Struct., 2002, 615, 209; K. Sundararajan, K. Sankaran, K. S. Viswanathan, A. D. Kulkarni and S. R. Garde, J. Phys. Chem. A, 2002, 106, 1504; S. Fomine, M. Tlenkopatchev, S. Martinez and L. Fomina, J. Phys. Chem. A, 2002, 106, 3941; S. Tsuzuki, K. Honda, T. Uchimaru, M. Mikami and K. Tanabe, J. Phys. Chem. A, 2002, 106, 4423; F. Ugozzoli, A. Arduini, C. Massera, A. Pochini and A. Secchi, New J. Chem., 2002, 26, 1718.
13. Recent high-level ab initio calculations: U. Samanta, P. Chakrabarti and J. Chandrasekhar, J. Phys. Chem. A, 1998, 102, 8964; J. J. Novoa and F. Mota, Chem. Phys. Lett., 2000, 318, 345; S. Tsuzuki, K. Honda, T. Uchimaru, M. Mikami and K. Tanabe, J. Am. Chem. Soc., 2000, 122, 3746; M. Oki, M. Takano and S. Toyota, Bull. Chem. Soc. Jpn., 2000, 73, 2221; O. Takahashi, Y. Kohno, S. Iwasaki, K. Saito, M. Iwaoka, S. Tomoda, Y. Umezawa, S. Tsuboyama and M. Nishio, Bull. Chem. Soc. Jpn., 2001, 74, 2421; A. Bagno, G. Saielli and G. Scorrano, Angew. Chem., Int. Ed. Engl., 2001, 40, 2532; S. Scheiner and S. J. Grabowski, J. Mol. Struct., 2002, 615, 209; K. Sundararajan, K. Sankaran, K. S. Viswanathan, A. D. Kulkarni and S. R. Garde, J. Phys. Chem. A, 2002, 106, 1504; S. Fomine, M. Tlenkopatchev, S. Martinez and L. Fomina, J. Phys. Chem. A, 2002, 106, 3941; S. Tsuzuki, K. Honda, T. Uchimaru, M. Mikami and K. Tanabe, J. Phys. Chem. A, 2002, 106, 4423; F. Ugozzoli, A. Arduini, C. Massera, A. Pochini and A. Secchi, New J. Chem., 2002, 26, 1718.
14. Recent high-level ab initio calculations: U. Samanta, P. Chakrabarti and J. Chandrasekhar, J. Phys. Chem. A, 1998, 102, 8964; J. J. Novoa and F. Mota, Chem. Phys. Lett., 2000, 318, 345; S. Tsuzuki, K. Honda, T. Uchimaru, M. Mikami and K. Tanabe, J. Am. Chem. Soc., 2000, 122, 3746; M. Oki, M. Takano and S. Toyota, Bull. Chem. Soc. Jpn., 2000, 73, 2221; O. Takahashi, Y. Kohno, S. Iwasaki, K. Saito, M. Iwaoka, S. Tomoda, Y. Umezawa, S. Tsuboyama and M. Nishio, Bull. Chem. Soc. Jpn., 2001, 74, 2421; A. Bagno, G. Saielli and G. Scorrano, Angew. Chem., Int. Ed. Engl., 2001, 40, 2532; S. Scheiner and S. J. Grabowski, J. Mol. Struct., 2002, 615, 209; K. Sundararajan, K. Sankaran, K. S. Viswanathan, A. D. Kulkarni and S. R. Garde, J. Phys. Chem. A, 2002, 106, 1504; S. Fomine, M. Tlenkopatchev, S. Martinez and L. Fomina, J. Phys. Chem. A, 2002, 106, 3941; S. Tsuzuki, K. Honda, T. Uchimaru, M. Mikami and K. Tanabe, J. Phys. Chem. A, 2002, 106, 4423; F. Ugozzoli, A. Arduini, C. Massera, A. Pochini and A. Secchi, New J. Chem., 2002, 26, 1718.
15. Recent high-level ab initio calculations: U. Samanta, P. Chakrabarti and J. Chandrasekhar, J. Phys. Chem. A, 1998, 102, 8964; J. J. Novoa and F. Mota, Chem. Phys. Lett., 2000, 318, 345; S. Tsuzuki, K. Honda, T. Uchimaru, M. Mikami and K. Tanabe, J. Am. Chem. Soc., 2000, 122, 3746; M. Oki, M. Takano and S. Toyota, Bull. Chem. Soc. Jpn., 2000, 73, 2221; O. Takahashi, Y. Kohno, S. Iwasaki, K. Saito, M. Iwaoka, S. Tomoda, Y. Umezawa, S. Tsuboyama and M. Nishio, Bull. Chem. Soc. Jpn., 2001, 74, 2421; A. Bagno, G. Saielli and G. Scorrano, Angew. Chem., Int. Ed. Engl., 2001, 40, 2532; S. Scheiner and S. J. Grabowski, J. Mol. Struct., 2002, 615, 209; K. Sundararajan, K. Sankaran, K. S. Viswanathan, A. D. Kulkarni and S. R. Garde, J. Phys. Chem. A, 2002, 106, 1504; S. Fomine, M. Tlenkopatchev, S. Martinez and L. Fomina, J. Phys. Chem. A, 2002, 106, 3941; S. Tsuzuki, K. Honda, T. Uchimaru, M. Mikami and K. Tanabe, J. Phys. Chem. A, 2002, 106, 4423; F. Ugozzoli, A. Arduini, C. Massera, A. Pochini and A. Secchi, New J. Chem., 2002, 26, 1718.
16. Recent high-level ab initio calculations: U. Samanta, P. Chakrabarti and J. Chandrasekhar, J. Phys. Chem. A, 1998, 102, 8964; J. J. Novoa and F. Mota, Chem. Phys. Lett., 2000, 318, 345; S. Tsuzuki, K. Honda, T. Uchimaru, M. Mikami and K. Tanabe, J. Am. Chem. Soc., 2000, 122, 3746; M. Oki, M. Takano and S. Toyota, Bull. Chem. Soc. Jpn., 2000, 73, 2221; O. Takahashi, Y. Kohno, S. Iwasaki, K. Saito, M. Iwaoka, S. Tomoda, Y. Umezawa, S. Tsuboyama and M. Nishio, Bull. Chem. Soc. Jpn., 2001, 74, 2421; A. Bagno, G. Saielli and G. Scorrano, Angew. Chem., Int. Ed. Engl., 2001, 40, 2532; S. Scheiner and S. J. Grabowski, J. Mol. Struct., 2002, 615, 209; K. Sundararajan, K. Sankaran, K. S. Viswanathan, A. D. Kulkarni and S. R. Garde, J. Phys. Chem. A, 2002, 106, 1504; S. Fomine, M. Tlenkopatchev, S. Martinez and L. Fomina, J. Phys. Chem. A, 2002, 106, 3941; S. Tsuzuki, K. Honda, T. Uchimaru, M. Mikami and K. Tanabe, J. Phys. Chem. A, 2002, 106, 4423; F. Ugozzoli, A. Arduini, C. Massera, A. Pochini and A. Secchi, New J. Chem., 2002, 26, 1718.
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