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Volumn 53, Issue 37, 2014, Pages 9761-9765

Highly electron-deficient and air-stable conjugated thienylboranes

Author keywords

boron; conjugation; fluoride; heterocycles; Lewis acids

Indexed keywords

X RAY ANALYSIS; BORON;

EID: 84906949376     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201403700     Document Type: Article
Times cited : (121)

References (60)
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    • BDT: 63 % occupation of S1 and 78 % of S2; FBDT: 72 % occupation of S1 and 82 % of S2 (73 % for S3, 50 % for S4; see Figure S1 in the Supporting Information).
    • BDT: 63 % occupation of S1 and 78 % of S2; FBDT: 72 % occupation of S1 and 82 % of S2 (73 % for S3, 50 % for S4; see Figure S1 in the Supporting Information).
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    • (Gaussian 09 (Revision B.01), M. J. Frisch, et al., Gaussian, Inc., Wallingford CT, 2010). For details on the selection of functionals and basis sets, see the Supporting Information
    • All calculations were performed using the Gaussian 09 suite of programs (Gaussian 09 (Revision B.01), M. J. Frisch, et al., Gaussian, Inc., Wallingford CT, 2010). For details on the selection of functionals and basis sets, see the Supporting Information.
    • All Calculations Were Performed Using the Gaussian 09 Suite of Programs
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    • because THF does not coordinate to the electron-deficient, but sterically protected borane moieties in our compounds.
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    • The redox splitting of 700 mV for BDT2 is comparable to that of Kaim's 1,4-bis(dimesitylboryl)benzene (690 mV).
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    • This finding is consistent with earlier results by Yamaguchi et al. See Ref. [6a].
    • This finding is consistent with earlier results by Yamaguchi et al. See Ref. [6a].
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    • The binding process was also monitored by NMR titrations (see Figures S10-12 in the Supporting Information), and the reversibility confirmed by treatment with a large amount of water (see Figure S13 in the Supporting Information).
    • The binding process was also monitored by NMR titrations (see Figures S10-12 in the Supporting Information), and the reversibility confirmed by treatment with a large amount of water (see Figure S13 in the Supporting Information).


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